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Certificate revocation check with SecPolicyCreateRevocation/SecTrustEvaluateWithError does not work
When trying to check if a certificate has been revoked with SecPolicyCreateRevocation (Flags: kSecRevocationUseAnyAvailableMethod | kSecRevocationRequirePositiveResponse) and SecTrustEvaluateWithError I always get the result error code errSecIncompleteCertRevocationCheck, regardless if the certificate was revoked or not. Reproduction: Execute the program from the attached Xcode project (See Feedback FB21224106). Error output: Error: Error Domain=NSOSStatusErrorDomain Code=-67635 ""revoked.badssl.com","E8","ISRG Root X1" certificates do not meet pinning requirements" UserInfo={NSLocalizedDescription="revoked.badssl.com","E8","ISRG Root X1" certificates do not meet pinning requirements, NSUnderlyingError=0x6000018d48a0 {Error Domain=NSOSStatusErrorDomain Code=-67635 "Certificate 0 “revoked.badssl.com” has errors: Failed to check revocation;" UserInfo={NSLocalizedDescription=Certificate 0 “revoked.badssl.com” has errors: Failed to check revocation;}}} To me it looks like that the revocation check just fails („Failed to check revocation;“), no further information is provided by the returned error. In the example the certificate chain of https://revoked.badssl.com (default code) and https://badssl.com is verified (to switch see comments in the code). I have a proxy configured in the system, I assume that the revocation check will use it. On the same machine, the browsers (Safari and Google Chrome) can successfully detect if the certificate was revoked (revoked.badssl.com) or not (badssl.com) without further changes in the system/proxy settings. Note: The example leaks some memory, it’s just a test program. Am I missing something? Feedback: FB21224106
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Dec ’25
SecItem: Pitfalls and Best Practices
I regularly help developers with keychain problems, both here on DevForums and in various DTS cases. Over the years I’ve learnt a lot about the API, including many pitfalls and best practices. This post is my attempt to collect that experience in one place. If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Pitfalls and Best Practices It’s just four functions, how hard can it be? The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains some of the keychain’s pitfalls and then goes on to explain various best practices. Before reading this, make sure you understand the fundamentals by reading its companion post, SecItem: Fundamentals. Pitfalls Lets start with some common pitfalls. Queries and Uniqueness Constraints The relationship between query dictionaries and uniqueness constraints is a major source of problems with the keychain API. Consider code like this: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecAttrGeneric: Data("SecItemHints".utf8), ] as NSMutableDictionary let err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { query[kSecValueData] = Data("opendoor".utf8) let err2 = SecItemAdd(query, nil) if err2 == errSecDuplicateItem { fatalError("… can you get here? …") } } Can you get to the fatal error? At first glance this might not seem possible because you’ve run your query and it’s returned errSecItemNotFound. However, the fatal error is possible because the query contains an attribute, kSecAttrGeneric, that does not contribute to the uniqueness. If the keychain contains a generic password whose service (kSecAttrService) and account (kSecAttrAccount) attributes match those supplied but whose generic (kSecAttrGeneric) attribute does not, the SecItemCopyMatching calls will return errSecItemNotFound. However, for a generic password item, of the attributes shown here, only the service and account attributes are included in the uniqueness constraint. If you try to add an item where those attributes match an existing item, the add will fail with errSecDuplicateItem even though the value of the generic attribute is different. The take-home point is that that you should study the attributes that contribute to uniqueness and use them in a way that’s aligned with your view of uniqueness. See the Uniqueness section of SecItem: Fundamentals for a link to the relevant documentation. Erroneous Attributes Each keychain item class supports its own specific set of attributes. For information about the attributes supported by a given class, see SecItem: Fundamentals. I regularly see folks use attributes that aren’t supported by the class they’re working with. For example, the kSecAttrApplicationTag attribute is only supported for key items (kSecClassKey). Using it with a certificate item (kSecClassCertificate) will cause, at best, a runtime error and, at worst, mysterious bugs. This is an easy mistake to make because: The ‘parameter block’ nature of the SecItem API means that the compiler won’t complain if you use an erroneous attribute. On macOS, the shim that connects to the file-based keychain ignores unsupported attributes. Imagine you want to store a certificate for a particular user. You might write code like this: let err = SecItemAdd([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecValueRef: cert, ] as NSDictionary, nil) The goal is to store the user’s name in the kSecAttrApplicationTag attribute so that you can get back their certificate with code like this: let err = SecItemCopyMatching([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecReturnRef: true, ] as NSDictionary, &copyResult) On iOS, and with the data protection keychain on macOS, both calls will fail with errSecNoSuchAttr. That makes sense, because the kSecAttrApplicationTag attribute is not supported for certificate items. Unfortunately, the macOS shim that connects the SecItem API to the file-based keychain ignores extraneous attributes. This results in some very bad behaviour: SecItemAdd works, ignoring kSecAttrApplicationTag. SecItemCopyMatching ignores kSecAttrApplicationTag, returning the first certificate that it finds. If you only test with a single user, everything seems to work. But, later on, when you try your code with multiple users, you might get back the wrong result depending on the which certificate the SecItemCopyMatching call happens to discover first. Ouch! Context Matters Some properties change behaviour based on the context. The value type properties are the biggest offender here, as discussed in the Value Type Subtleties section of SecItem: Fundamentals. However, there are others. The one that’s bitten me is kSecMatchLimit: In a query and return dictionary its default value is kSecMatchLimitOne. If you don’t supply a value for kSecMatchLimit, SecItemCopyMatching returns at most one item that matches your query. In a pure query dictionary its default value is kSecMatchLimitAll. For example, if you don’t supply a value for kSecMatchLimit, SecItemDelete will delete all items that match your query. This is a lesson that, once learnt, is never forgotten! Note Although this only applies to the data protection keychain. If you’re on macOS and targeting the file-based keychain, kSecMatchLimit always defaults to kSecMatchLimitOne. This is clearly a bug, but we can’t fix it due to compatibility concerns (r. 105800863). Fun times! Digital Identities Aren’t Real A digital identity is the combination of a certificate and the private key that matches the public key within that certificate. The SecItem API has a digital identity keychain item class, namely kSecClassIdentity. However, the keychain does not store digital identities. When you add a digital identity to the keychain, the system stores its components, the certificate and the private key, separately, using kSecClassCertificate and kSecClassKey respectively. This has a number of non-obvious effects: Adding a certificate can ‘add’ a digital identity. If the new certificate happens to match a private key that’s already in the keychain, the keychain treats that pair as a digital identity. Likewise when you add a private key. Similarly, removing a certificate or private key can ‘remove’ a digital identity. Adding a digital identity will either add a private key, or a certificate, or both, depending on what’s already in the keychain. Removing a digital identity removes its certificate. It might also remove the private key, depending on whether that private key is used by a different digital identity. The system forms a digital identity by matching the kSecAttrApplicationLabel (klbl) attribute of the private key with the kSecAttrPublicKeyHash (pkhh) attribute of the certificate. If you add both items to the keychain and the system doesn’t form an identity, check the value of these attributes. For more information the key attributes, see SecItem attributes for keys. Keys Aren’t Stored in the Secure Enclave Apple platforms let you protect a key with the Secure Enclave (SE). The key is then hardware bound. It can only be used by that specific SE [1]. Earlier versions of the Protecting keys with the Secure Enclave article implied that SE-protected keys were stored in the SE itself. This is not true, and it’s caused a lot of confusion. For example, I once asked the keychain team “How much space does the SE have available to store keys?”, a question that’s complete nonsense once you understand how this works. In reality, SE-protected keys are stored in the standard keychain database alongside all your other keychain items. The difference is that the key is wrapped in such a way that only the SE can use it. So, the key is protected by the SE, not stored in the SE. A while back we updated the docs to clarify this point but the confusion persists. [1] Technically it’s that specific iteration of that specific SE. If you erase the device then the key material needed to use the key is erased and so the key becomes permanently useless. Or at least that’s my understanding of how things work (-: For details like this I defer to Apple Platform Security. Careful With that Shim, Mac Developer As explained in TN3137 On Mac keychain APIs and implementations, macOS has a shim that connects the SecItem API to either the data protection keychain or the file-based keychain depending on the nature of the request. That shim has limitations. Some of those are architectural but others are simply bugs in the shim. For some great examples, see the Investigating Complex Attributes section below. The best way to avoid problems like this is to target the data protection keychain. If you can’t do that, try to avoid exploring the outer reaches of the SecItem API. If you encounter a case that doesn’t make sense, try that same case with the data protection keychain. If it works there but fails with the file-based keychain, please do file a bug against the shim. It’ll be in good company. Here’s some known issues with the shim: It ignores unsupported attributes. See Erroneous Attributes, above, for more background on that. The shim can fan out to both the data protection and the file-based keychain. In that case it has to make a policy decision about how to handle errors. This results in some unexpected behaviour (r. 143405965). For example, if you call SecItemCopyMatching while the keychain is locked, the data protection keychain will fail with errSecInteractionNotAllowed (-25308). OTOH, it’s possible to query for the presence of items in the file-based keychain even when it’s locked. If you do that and there’s no matching item, the file-based keychain fails with errSecItemNotFound (-25300). When the shim gets these conflicting errors, it chooses to return the latter. Whether this is right or wrong depends on your perspective, but it’s certainly confusing, especially if you’re coming at this from the iOS side. If you call SecItemDelete without specifying a match limit (kSecMatchLimit), the data protection keychain deletes all matching items, whereas the file-based keychain just deletes a single match (r. 105800863). While these shim issue have all have bug numbers, there’s no guarantee that any of them will be fixed. Fixing bugs like this is tricky because of binary compatibility concerns. Add-only Attributes Some attributes can only be set when you add an item. These attributes are usually associated with the scope of the item. For example, to protect an item with the Secure Enclave, supply the kSecAttrAccessControl attribute to the SecItemAdd call. Once you do that, however, you can’t change the attribute. Calling SecItemUpdate with a new kSecAttrAccessControl won’t work. Lost Keychain Items A common complaint from developers is that a seemingly minor update to their app has caused it to lose all of its keychain items. Usually this is caused by one of two problems: Entitlement changes Query dictionary confusion Access to keychain items is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. If the two versions of your app have different entitlements, one version may not be able to ‘see’ items created by the other. Let’s walk through an example of this. Imagine you have an app with an App ID of SKMME9E2Y8.com.example.waffle-varnisher. Version 1 of your app does nothing fancy with the keychain. It uses neither keychain access groups nor app groups. Thus its keychain access group list consists of just the App ID, that is, [ SKMME9E2Y8.com.example.waffle-varnisher ]. When that version of your app creates a keychain item, the kSecAttrAccessGroup value will default to the only value available, SKMME9E2Y8.com.example.waffle-varnisher. In version 2 of your app you want to use keychain access groups, so you add the Keychain Sharing capability to your project and populate it with two values, SKMME9E2Y8.groupA and SKMME9E2Y8.groupB. If you take no other action, your app’s keychain access group list will be [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ]. This changes the default value for new items to SKMME9E2Y8.groupA. This is an obvious pitfall. Version 1 of your app created new keychain items in SKMME9E2Y8.com.example.waffle-varnisher while version 2 creates them in SKMME9E2Y8.groupA. You now have different items in different groups, depending on which version the user first launched, and that’s a recipe for chaos. There are two common ways to avoid problems here: Migrate items from SKMME9E2Y8.com.example.waffle-varnisher to SKMME9E2Y8.groupA. See Transfer Items Between Keychain Access Groups, below. Add your App ID to the front of the Keychain Sharing list. This results in a keychain access group list of [ SKMME9E2Y8.com.example.waffle-varnisher, SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ], which means that the default keychain access group doesn’t change. (The second instance of SKMME9E2Y8.com.example.waffle-varnisher in this list is redundant but doesn’t cause any complications.) So far so good. Now let’s say you took the first option and shipped version 2 of your app with SKMME9E2Y8.groupA as the default keychain access group. You want to update the app again, to version 3, and you’ve decided that SKMME9E2Y8.groupA no longer makes sense and you want to remove it, relying on SKMME9E2Y8.groupB instead. Doing that isn’t safe. If version 3 of your app has no access to SKMME9E2Y8.groupA, it won’t be able to access items created by version 2, even if the only goal is to migrate those items to SKMME9E2Y8.groupB. To make this work you have to: Move SKMME9E2Y8.groupA to the end of the Keychain Sharing list, so new items get created in SKMME9E2Y8.groupB. Add a migration from SKMME9E2Y8.groupA to SKMME9E2Y8.groupB. Update the migration from SKMME9E2Y8.com.example.waffle-varnisher to target SKMME9E2Y8.groupB instead of SKMME9E2Y8.groupA. That last point is necessary because a user might install version 1, skip version 2, and instead update straight to version 3. This is just an example, but the message is clear: Any change to your keychain access group list requires careful planning and testing. You’ll also see problems like this if you change your App ID prefix, as described in App ID Prefix Change and Keychain Access. IMPORTANT When checking for this problem, don’t rely on your .entitlements file. There are many steps between it and your app’s actual entitlements. Rather, run codesign to dump the entitlements of your built app: % codesign -d --entitlements - /path/to/your.app Lost Keychain Items, Redux Another common cause of lost keychain items is confusion about query dictionaries, something discussed in detail in this post and SecItem: Fundamentals. If SecItemCopyMatching isn’t returning the expected item, add some test code to get all the items and their attributes. For example, to dump all the generic password items, run code like this: func dumpGenericPasswords() throws { let itemDicts = try secCall { SecItemCopyMatching([ kSecClass: kSecClassGenericPassword, kSecMatchLimit: kSecMatchLimitAll, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [[String: Any]] print(itemDicts) } Then compare each item’s attributes against the attributes you’re looking for to see why there was no match. Data Protection and Background Execution Keychain items are subject to data protection. Specifically, an item may or may not be accessible depending on whether specific key material is available. For an in-depth discussion of how this works, see Apple Platform Security. Note This section focuses on iOS but you’ll see similar effects on all Apple platforms. On macOS specifically, the contents of this section only apply to the data protection keychain. The keychain supports three data protection levels: kSecAttrAccessibleWhenUnlocked kSecAttrAccessibleAfterFirstUnlock kSecAttrAccessibleAlways Note There are additional data protection levels, all with the ThisDeviceOnly suffix. Understanding those is not necessary to understanding this pitfall. Each data protection level describes the lifetime of the key material needed to work with items protected in that way. Specifically: The key material needed to work with a kSecAttrAccessibleWhenUnlocked item comes and goes as the user locks and unlocks their device. The key material needed to work with a kSecAttrAccessibleAfterFirstUnlock item becomes available when the device is first unlocked and remains available until the device restarts. The default data protection level is kSecAttrAccessibleWhenUnlocked. If you add an item to the keychain and don’t specify a data protection level, this is what you get [1]. To specify a data protection level when you add an item to the keychain, apply the kSecAttrAccessible attribute. Alternatively, embed the access level within a SecAccessControl object and apply that using the kSecAttrAccessControl attribute. IMPORTANT It’s best practice to set these attributes when you add the item and then never update them. See Add-only Attributes, above, for more on that. If you perform an operation whose data protection is incompatible with the currently available key material, that operation fails with errSecInteractionNotAllowed [2]. There are four fundamental keychain operations, discussed in the SecItem: Fundamentals, and each interacts with data protection in a different way: Copy — If you attempt to access a keychain item whose key material is unavailable, SecItemCopyMatching fails with errSecInteractionNotAllowed. This is an obvious result; the whole point of data protection is to enforce this security policy. Add — If you attempt to add a keychain item whose key material is unavailable, SecItemAdd fails with errSecInteractionNotAllowed. This is less obvious. The reason why this fails is that the system needs the key material to protect (by encryption) the keychain item, and it can’t do that if if that key material isn’t available. Update — If you attempt to update a keychain item whose key material is unavailable, SecItemUpdate fails with errSecInteractionNotAllowed. This result is an obvious consequence of the previous result. Delete — Deleting a keychain item, using SecItemDelete, doesn’t require its key material, and thus a delete will succeed when the item is otherwise unavailable. That last point is a significant pitfall. I regularly see keychain code like this: Read an item holding a critical user credential. If that works, use that credential. If it fails, delete the item and start from a ‘factory reset’ state. The problem is that, if your code ends up running in the background unexpectedly, step 1 fails with errSecInteractionNotAllowed and you turn around and delete the user’s credential. Ouch! Note Even if you didn’t write this code, you might have inherited it from a keychain wrapper library. See Think Before Wrapping, below. There are two paths forward here: If you don’t expect this code to work in the background, check for the errSecInteractionNotAllowed error and non-destructively cancel the operation in that case. If you expect this code to be running in the background, switch to a different data protection level. WARNING For the second path, the most obvious fix is to move from kSecAttrAccessibleWhenUnlocked to kSecAttrAccessibleAfterFirstUnlock. However, this is not a panacea. It’s possible that your app might end up running before first unlock [3]. So, if you choose the second path, you must also make sure to follow the advice for the first path. You can determine whether the device is unlocked using the isProtectedDataAvailable property and its associated notifications. However, it’s best not to use this property as part of your core code, because such preflighting is fundamentally racy. Rather, perform the operation and handle the error gracefully. It might make sense to use isProtectedDataAvailable property as part of debugging, logging, and diagnostic code. [1] For file data protection there’s an entitlement (com.apple.developer.default-data-protection) that controls the default data protection level. There’s no such entitlement for the keychain. That’s actually a good thing! In my experience the file data protection entitlement is an ongoing source of grief. See this thread if you’re curious. [2] This might seem like an odd error but it’s actually pretty reasonable: The operation needs some key material that’s currently unavailable. Only a user action can provide that key material. But the data protection keychain will never prompt the user to unlock their device. Thus you get an error instead. [3] iOS generally avoids running third-party code before first unlock, but there are circumstances where that can happen. The obvious legitimate example of this is a VoIP app, where the user expects their phone to ring even if they haven’t unlocked it since the last restart. There are also other less legitimate examples of this, including historical bugs that caused apps to launch in the background before first unlock. Best Practices With the pitfalls out of the way, let’s talk about best practices. Less Painful Dictionaries I look at a lot of keychain code and it’s amazing how much of it is way more painful than it needs to be. The biggest offender here is the dictionaries. Here are two tips to minimise the pain. First, don’t use CFDictionary. It’s seriously ugly. While the SecItem API is defined in terms of CFDictionary, you don’t have to work with CFDictionary directly. Rather, use NSDictionary and take advantage of the toll-free bridge. For example, consider this CFDictionary code: CFTypeRef keys[4] = { kSecClass, kSecAttrService, kSecMatchLimit, kSecReturnAttributes, }; static const int kTen = 10; CFNumberRef ten = CFNumberCreate(NULL, kCFNumberIntType, &kTen); CFAutorelease(ten); CFTypeRef values[4] = { kSecClassGenericPassword, CFSTR("AYS"), ten, kCFBooleanTrue, }; CFDictionaryRef query = CFDictionaryCreate( NULL, keys, values, 4, &kCFTypeDictionaryKeyCallBacks, &kCFTypeDictionaryValueCallBacks ); Note This might seem rather extreme but I’ve literally seen code like this, and worse, while helping developers. Contrast this to the equivalent NSDictionary code: NSDictionary * query = @{ (__bridge NSString *) kSecClass: (__bridge NSString *) kSecClassGenericPassword, (__bridge NSString *) kSecAttrService: @"AYS", (__bridge NSString *) kSecMatchLimit: @10, (__bridge NSString *) kSecReturnAttributes: @YES, }; Wow, that’s so much better. Second, if you’re working in Swift, take advantage of its awesome ability to create NSDictionary values from Swift dictionary literals. Here’s the equivalent code in Swift: let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecMatchLimit: 10, kSecReturnAttributes: true, ] as NSDictionary Nice! Avoid Reusing Dictionaries I regularly see folks reuse dictionaries for different SecItem calls. For example, they might have code like this: var copyResult: CFTypeRef? = nil let dict = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(dict, &copyResult) if err == errSecItemNotFound { dict[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(dict, nil) } This specific example will work, but it’s easy to spot the logic error. kSecReturnData is a return type property and it makes no sense to pass it to a SecItemAdd call whose second parameter is nil. I’m not sure why folks do this. I think it’s because they think that constructing dictionaries is expensive. Regardless, this pattern can lead to all sorts of weird problems. For example, it’s the leading cause of the issue described in the Queries and the Uniqueness Constraints section, above. My advice is that you use a new dictionary for each call. That prevents state from one call accidentally leaking into a subsequent call. For example, I’d rewrite the above as: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecValueData: Data("opendoor".utf8), ] as NSMutableDictionary err = SecItemAdd(add, nil) } It’s a bit longer, but it’s much easier to track the flow. And if you want to eliminate the repetition, use a helper function: func makeDict() -> NSMutableDictionary { [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", ] as NSMutableDictionary } var copyResult: CFTypeRef? = nil let query = makeDict() query[kSecReturnData] = true var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = makeDict() query[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(add, nil) } Think Before Wrapping A lot of folks look at the SecItem API and immediately reach for a wrapper library. A keychain wrapper library might seem like a good idea but there are some serious downsides: It adds another dependency to your project. Different subsystems within your project may use different wrappers. The wrapper can obscure the underlying API. Indeed, its entire raison d’être is to obscure the underlying API. This is problematic if things go wrong. I regularly talk to folks with hard-to-debug keychain problems and the conversation goes something like this: Quinn: What attributes do you use in the query dictionary? J R Developer: What’s a query dictionary? Quinn: OK, so what error are you getting back? J R Developer: It throws WrapperKeychainFailedError. That’s not helpful )-: If you do use a wrapper, make sure it has diagnostic support that includes the values passed to and from the SecItem API. Also make sure that, when it fails, it returns an error that includes the underlying keychain error code. These benefits will be particularly useful if you encounter a keychain problem that only shows up in the field. Wrappers must choose whether to be general or specific. A general wrapper may be harder to understand than the equivalent SecItem calls, and it’ll certainly contain a lot of complex code. On the other hand, a specific wrapper may have a model of the keychain that doesn’t align with your requirements. I recommend that you think twice before using a keychain wrapper. Personally I find the SecItem API relatively easy to call, assuming that: I use the techniques shown in Less Painful Dictionaries, above, to avoid having to deal with CFDictionary. I use my secCall(…) helpers to simplify error handling. For the code, see Calling Security Framework from Swift. If you’re not prepared to take the SecItem API neat, consider writing your own wrapper, one that’s tightly focused on the requirements of your project. For example, in my VPN apps I use the wrapper from this post, which does exactly what I need in about 100 lines of code. Prefer to Update Of the four SecItem functions, SecItemUpdate is the most neglected. Rather than calling SecItemUpdate I regularly see folks delete and then re-add the item. This is a shame because SecItemUpdate has some important benefits: It preserves persistent references. If you delete and then re-add the item, you get a new item with a new persistent reference. It’s well aligned with the fundamental database nature of the keychain. It forces you to think about which attributes uniquely identify your item and which items can be updated without changing the item’s identity. For a cool example of its power, check out Transfer Items Between Keychain Access Groups, below. Understand These Key Attributes Key items have a number of attributes that are similarly named, and it’s important to keep them straight. I created a cheat sheet for this, namely, SecItem attributes for keys. You wouldn’t believe how often I consult this! Starting from Scratch Sometimes it’s useful to be able to start from scratch. Imagine, for example, you’ve been rapidly iterating on some keychain code and you’re not sure whether your current code is compatible with items created by your earlier code. To simplify things, use SecItemDelete to delete all the existing items: _ = SecItemDelete([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, ] as NSDictionary) WARNING This code is obviously dangerous. Read the discussion below to learn more. This deletes all generic password items that your app has access to. To delete items in a different keychain item class, change the value for the kSecClass attribute. This code uses kSecUseDataProtectionKeychain. On iOS there is only one keychain, so this is a no-op. On macOS it limits the effect to the data protection keychain. Without it, the call will delete items in file-based keychains as well. This is very dangerous because those items might belong to other apps, or the system. If you want to use this technique in a Mac product that uses the file-based keychain, don’t use this code. Rather, write code that carefully targets your app’s keychain items. Alternatively, avoid this code and instead delete the items using Keychain Access or the security tool. For more about keychains on the Mac, see TN3137 On Mac keychain APIs and implementations. I often invoke this code from my app’s debug UI. For example, in a Mac app I might have a Debug menu with a Reset Keychain menu item. I typically compile that code out of the release build. However, you might choose to leave it in your final product. For example, you might have a ‘secret’ way to enable the debug UI [1] so that you can use it to help users with problems. In that case, make sure your debug UI informs the user of the potential consequences of this action. If you’re working on a big app, it might have different subsystems that user the keychain in different ways. A debug action like this might make sense for your subsystem but not for all the others. In that case, coordinate this work with the owners of any other subsystems that use the keychain. [1] If your app ships on the App Store, make sure that App Review knows about your debug UI. Investigating Complex Attributes Some attributes have values where the format is not obvious. For example, the kSecAttrIssuer attributed is documented as: The corresponding value is of type CFData and contains the X.500 issuer name of a certificate. What exactly does that mean? If I want to search the keychain for all certificates issued by a specific certificate authority, what value should I supply? One way to figure this out is to add a certificate to the keychain, read the attributes back, and then dump the kSecAttrIssuer value. For example: let cert: SecCertificate = … let attrs = try secCall { SecItemAdd([ kSecValueRef: cert, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [String: Any] let issuer = attrs[kSecAttrIssuer as String] as! NSData print((issuer as NSData).debugDescription) // prints: <3110300e 06035504 030c074d 6f757365 4341310b 30090603 55040613 024742> Those bytes represent the contents of a X.509 Name ASN.1 structure with DER encoding. This is without the outer SEQUENCE element, so if you dump it as ASN.1 you’ll get a nice dump of the first SET and then a warning about extra stuff at the end of the file: % xxd issuer.asn1 00000000: 3110 300e 0603 5504 030c 074d 6f75 7365 1.0...U....Mouse 00000010: 4341 310b 3009 0603 5504 0613 0247 42 CA1.0...U....GB % dumpasn1 -p issuer.asn1 SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } Warning: Further data follows ASN.1 data at position 18. Note For details on the Name structure, see section 4.1.2.4 of RFC 5280. Amusingly, if you run the same test against the file-based keychain you’ll… crash. OK, that’s not amusing. It turns out that the code above doesn’t work when targeting the file-based keychain because SecItemAdd doesn’t return a dictionary but rather an array of dictionaries (r. 21111543). Once you get past that, however, you’ll see it print: <301f3110 300e0603 5504030c 074d6f75 73654341 310b3009 06035504 06130247 42> Which is different! Dumping it as ASN.1 shows that it’s the full Name structure, including the outer SEQUENCE element: % xxd issuer-file-based.asn1 00000000: 301f 3110 300e 0603 5504 030c 074d 6f75 0.1.0...U....Mou 00000010: 7365 4341 310b 3009 0603 5504 0613 0247 seCA1.0...U....G 00000020: 42 B % dumpasn1 -p issuer-file-based.asn1 SEQUENCE { SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } SET { SEQUENCE { OBJECT IDENTIFIER countryName (2 5 4 6) PrintableString 'GB' } } } This difference in behaviour between the data protection and file-based keychains is a known bug (r. 26391756) but in this case it’s handy because the file-based keychain behaviour makes it easier to understand the data protection keychain behaviour. Import, Then Add It’s possible to import data directly into the keychain. For example, you might use this code to add a certificate: let certData: Data = … try secCall { SecItemAdd([ kSecClass: kSecClassCertificate, kSecValueData: certData, ] as NSDictionary, nil) } However, it’s better to import the data and then add the resulting credential reference. For example: let certData: Data = … let cert = try secCall { SecCertificateCreateWithData(nil, certData as NSData) } try secCall { SecItemAdd([ kSecValueRef: cert, ] as NSDictionary, nil) } There are two advantages to this: If you get an error, you know whether the problem was with the import step or the add step. It ensures that the resulting keychain item has the correct attributes. This is especially important for keys. These can be packaged in a wide range of formats, so it’s vital to know whether you’re interpreting the key data correctly. I see a lot of code that adds key data directly to the keychain. That’s understandable because, back in the day, this was the only way to import a key on iOS. Fortunately, that’s not been the case since the introduction of SecKeyCreateWithData in iOS 10 and aligned releases. For more information about importing keys, see Importing Cryptographic Keys. App Groups on the Mac Sharing access to keychain items among a collection of apps explains that three entitlements determine your keychain access: keychain-access-groups application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups In the discussion of the last item says: You can use app group names as keychain access group names, without adding them to the Keychain access groups entitlement. That’s true, but it’s also potentially misleading. This affordance works all the time on iOS and its child platforms. But on the Mac it only works if your entitlements are validated by a provisioning profile. For more on that topic, see App Groups: macOS vs iOS: Working Towards Harmony. Transfer Items Between Keychain Access Groups In some cases you might want to move a bunch of keychain items from one app group to another, for example, when preparing for an App ID prefix change. This is easier than you might first think. For example, to move all the generic password items for a particular service between oldGroup and newGroup, run this code: try secCall { SecItemUpdate([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, kSecAttrAccessGroup: oldGroup, kSecAttrService: "MyService", ] as NSDictionary, [ kSecAttrAccessGroup: newGroup, ] as NSDictionary) } This snippet highlights both the power and the subtlety of the SecItem API. The first parameter to SecItemUpdate is a pure query dictionary. It selects all the generic password items for MyService that are in the old keychain access group. In contrast, the second parameter is an update dictionary, which in this case just changes a single attribute. See SecItem: Fundamentals for a deeper explanation of these concepts. This call is atomic from your perspective [1]. The call will either fail or all the selected items will move as one. IMPORTANT Bulk operations like this are risky. That’s not because the keychain item will do the wrong thing, but rather because you have to be very careful what you ask for. If, for example, your query dictionary matches more than you intended, you might end up moving items unexpectedly. Be careful when crafting this code, and test it thoroughly. [1] It may even be atomic in a wider sense, given that the keychain is currently implemented as an SQLite database. Command-Line Tools Access to the data protection keychain is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. Those entitlements are restricted, that is, they must be authorised by a provisioning profile. This is fine for apps, app extensions, and system extensions, which are all bundled code; they exist within an app-like bundle structure. However, it’s problematic for command-line tools on the Mac, which are non-bundled executables. There’s no obvious way for such executables to include a provisioning profile (r. 125850707). For more about provisioning profiles, see TN3125 Inside Code Signing: Provisioning Profiles. For more about bundled code, see Creating distribution-signed code for macOS. If you’re creating a non-bundled executable for the Mac, first consider its execution context. If it runs as a launchd daemon, or outside of a user login context in some other way, it can’t use the data protection keychain. See TN3137 On Mac keychain APIs and implementations for more about that. If the executable is a command-line tool that’s typically run by the user, in Terminal or over SSH, it can use the data protection keychain. However: You have to embed the tool in an app-like wrapper. For more about that, see Signing a daemon with a restricted entitlement. If the tool is run via SSH, the user’s data protection keychain might be locked. To resolve this, the user must explicitly unlock their login keychain using the security tool. Note While the login keychain is a file-based keychain, unlocking it in this way also unlocks the data protection keychain. In-memory Plug-ins An in-memory plug-in is a native plug-in that’s loaded directly into the host process as a Mach-O bundle or shared library. For example, macOS screen savers are in-memory plug-ins. Note In-memory plug-ins are quite old school. Modern plug-ins are packaged as app extensions. If you’re created a Mac app that supports plug-ins, support app extension plug-ins by adopting ExtensionKit. From the keychain perspective, an in-memory plug-in is indistinguishable from the host app. This has both pros and cons: It can access all the keychain items that the host app has access to, in either the file-based or data protection keychains. It can’t access additional keychain items. For example, you can’t grant your in-memory plug-in access to a keychain access group that’s used by other apps that you create. I’ll leave it up to you to decide which of these is a pro and which is a con (-: Revision History 2026-04-27 Added the Command-Line Tools and In-memory Plug-ins sections. 2026-04-15 Significantly expanded the example in the Lost Keychain Items section. 2026-04-14 Added the Starting from Scratch section. 2026-04-02 Added the Transfer Items Between Keychain Access Groups section. Updated the App Groups on the Mac section to account for recent changes to app groups on the Mac. Made other minor editorial changes. 2025-06-29 Added the Data Protection and Background Execution section. Made other minor editorial changes. 2025-02-03 Added another specific example to the Careful With that Shim, Mac Developer section. 2025-01-29 Added somes specific examples to the Careful With that Shim, Mac Developer section. 2025-01-23 Added the Import, Then Add section. 2024-08-29 Added a discussion of identity formation to the Digital Identities Aren’t Real section. 2024-04-11 Added the App Groups on the Mac section. 2023-10-25 Added the Lost Keychain Items and Lost Keychain Items, Redux sections. 2023-09-22 Made minor editorial changes. 2023-09-12 Fixed various bugs in the revision history. Added the Erroneous Attributes section. 2023-02-22 Fixed the link to the VPNKeychain post. Corrected the name of the Context Matters section. Added the Investigating Complex Attributes section. 2023-01-28 First posted.
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XCode Enhancement Request... The ability to Obfuscate Builds
Hi... It would be nice if Apple / XCode would be so gracious to explore the possibility of providing the ability to include: Code scrambling / renaming Control-flow obfuscation String encryption Anti-debugging Anti-hooking Jailbreak detection App integrity checks Runtime tamper detection That way, we could eliminate the need to settle for third-party software. Who do we have to bribe to submit such a request and entertain such an idea?
1
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139
Dec ’25
Help with Entitlements for Keychain Access
Hi everyone, I’m working an Objective-C lib that performs Keychain operations, such as generating cryptographic keys and signing data. The lib will be used by my team in a Java program for macOS via JNI. When working with the traditional file-based Keychain (i.e., without access control flags), everything works smoothly, no issues at all. However, as soon as I try to generate a key using access control flags SecAccessControlCreateWithFlags, the Data Protection Keychain returns error -34018 (errSecMissingEntitlement) during SecKeyCreateRandomKey. This behavior is expected. To address this, I attempted to codesign my native dynamic library (.dylib) with an entitlement plist specifying various combinations of: keychain-access-groups com.apple.security.keychain etc. with: My Apple Development certificate Developer ID Application certificate Apple Distribution certificate None of these combinations made a difference, the error persists. I’d love to clarify: Is it supported to access Data Protection Keychain / Secure Enclave Keys in this type of use case? If so, what exact entitlements does macOS expect when calling SecKeyCreateRandomKey from a native library? I’d really appreciate any guidance or clarification. Thanks in advance! Best regards, Neil
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431
Jul ’25
Implementing Script Attachment in a Sandboxed App
Script attachment enables advanced users to create powerful workflows that start in your app. NSUserScriptTask lets you implement script attachment even if your app is sandboxed. This post explains how to set that up. IMPORTANT Most sandboxed apps are sandboxed because they ship on the Mac App Store [1]. While I don’t work for App Review, and thus can’t make definitive statements on their behalf, I want to be clear that NSUserScriptTask is intended to be used to implement script attachment, not as a general-purpose sandbox bypass mechanism. If you have questions or comments, please put them in a new thread. Place it in the Privacy &amp; Security &gt; General subtopic, and tag it with App Sandbox. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" [1] Most but not all. There are good reasons to sandbox your app even if you distribute it directly. See The Case for Sandboxing a Directly Distributed App. Implementing Script Attachment in a Sandboxed App Some apps support script attachment, that is, they allow a user to configure the app to run a script when a particular event occurs. For example: A productivity app might let a user automate repetitive tasks by configuring a toolbar button to run a script. A mail client might let a user add a script that processes incoming mail. When adding script attachment to your app, consider whether your scripting mechanism is internal or external: An internal script is one that only affects the state of the app. A user script is one that operates as the user, that is, it can change the state of other apps or the system as a whole. Supporting user scripts in a sandboxed app is a conundrum. The App Sandbox prevents your app from changing the state of other apps, but that’s exactly what your app needs to do to support user scripts. NSUserScriptTask resolves this conundrum. Use it to run scripts that the user has placed in your app’s Script folder. Because these scripts were specifically installed by the user, their presence indicates user intent and the system runs them outside of your app’s sandbox. Provide easy access to your app’s Script folder Your application’s Scripts folder is hidden within ~/Library. To make it easier for the user to add scripts, add a button or menu item that uses NSWorkspace to show it in the Finder: let scriptsDir = try FileManager.default.url(for: .applicationScriptsDirectory, in: .userDomainMask, appropriateFor: nil, create: true) NSWorkspace.shared.activateFileViewerSelecting([scriptsDir]) Enumerate the available scripts To show a list of scripts to the user, enumerate the Scripts folder: let scriptsDir = try FileManager.default.url(for: .applicationScriptsDirectory, in: .userDomainMask, appropriateFor: nil, create: true) let scriptURLs = try FileManager.default.contentsOfDirectory(at: scriptsDir, includingPropertiesForKeys: [.localizedNameKey]) let scriptNames = try scriptURLs.map { url in return try url.resourceValues(forKeys: [.localizedNameKey]).localizedName! } This uses .localizedNameKey to get the name to display to the user. This takes care of various edge cases, for example, it removes the file name extension if it’s hidden. Run a script To run a script, instantiate an NSUserScriptTask object and call its execute() method: let script = try NSUserScriptTask(url: url) try await script.execute() Run a script with arguments NSUserScriptTask has three subclasses that support additional functionality depending on the type of the script. Use the NSUserUnixTask subsclass to run a Unix script and: Supply command-line arguments. Connect pipes to stdin, stdout, and stderr. Get the termination status. Use the NSUserAppleScriptTask subclass to run an AppleScript, executing either the run handler or a custom Apple event. Use the NSUserAutomatorTask subclass to run an Automator workflow, supplying an optional input. To determine what type of script you have, try casting it to each of the subclasses: let script: NSUserScriptTask = … switch script { case let script as NSUserUnixTask: … use Unix-specific functionality … case let script as NSUserAppleScriptTask: … use AppleScript-specific functionality … case let script as NSUserAutomatorTask: … use Automatic-specific functionality … default: … use generic functionality … }
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1.1k
Aug ’25
How to reset user preference for crypto token kit access
When an app is trying to access identities put in the keychain by cryptotokenkit extension, the user gets asked a permission pop-up which reads 'Token Access Request" would like access a token provided by: " with 2 options 'Don't allow' and 'OK' I accidently clicked "Don't allow" and now can't access identities put in crypto token kit. How can I reset the preference?
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1.6k
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ASWebAuthenticationSession password autofill iOS 18.5 broken
I have been implementing an sdk for authenticating a user. I have noticed that on iOS 18.5, whether using SFSafariViewController, or the sdk (built on ASWebAuthenticationSession), password autofill does not work. I have confirmed it works on a different device running iOS 18.0.1. Are there any work arounds for this at this time? Specifically for ASWebAuthenticationSession?
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273
Jul ’25
Can child processes inherit Info.plist properties of a parent app (such as LSSupportsGameMode)?
My high-level goal is to add support for Game Mode in a Java game, which launches via a macOS "launcher" app that runs the actual java game as a separate process (e.g. using the java command line tool). I asked this over in the Graphics & Games section and was told this, which is why I'm reposting this here. I'm uncertain how to speak to CLI tools and Java games launched from a macOS app. These sound like security and sandboxing questions which we recommend you ask about in those sections of the forums. The system seems to decide whether to enable Game Mode based on values in the Info.plist (e.g. for LSApplicationCategoryType and GCSupportsGameMode). However, the child process can't seem to see these values. Is there a way to change that? (The rest of this post is copied from my other forums post to provide additional context.) Imagine a native macOS app that acts as a "launcher" for a Java game.** For example, the "launcher" app might use the Swift Process API or a similar method to run the java command line tool (lets assume the user has installed Java themselves) to run the game. I have seen How to Enable Game Mode. If the native launcher app's Info.plist has the following keys set: LSApplicationCategoryType set to public.app-category.games LSSupportsGameMode set to true (for macOS 26+) GCSupportsGameMode set to true The launcher itself can cause Game Mode to activate if the launcher is fullscreened. However, if the launcher opens a Java process that opens a window, then the Java window is fullscreened, Game Mode doesn't seem to activate. In this case activating Game Mode for the launcher itself is unnecessary, but you'd expect Game Mode to activate when the actual game in the Java window is fullscreened. Is there a way to get Game Mode to activate in the latter case? ** The concrete case I'm thinking of is a third-party Minecraft Java Edition launcher, but the issue can also be demonstrated in a sample project (FB13786152). It seems like the official Minecraft launcher is able to do this, though it's not clear how. (Is its bundle identifier hardcoded in the OS to allow for this? Changing a sample app's bundle identifier to be the same as the official Minecraft launcher gets the behavior I want, but obviously this is not a practical solution.)
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492
Jun ’25
Swift iOS iPadOS app for Smartcard Token PIV using CryptoTokenKit
Please excuse my lack of understanding of what are probably fundamental concepts in iOS/iPadOS development but I have searched far and wide for documentation and haven't had much luck so far. I am not sure that what I want to do is even possible with an iPad iPadOS app. Goals: Develop a Swift iPadOS app that can digitally sign a file using a PIV SmartCard/Token (Personal Identity Verification Card): Insert a PIV SmartCard/Token (such as a Yubikey 5Ci) into the lightning port of an iPadOS device iPad (NOT MacOS) Interface with the SmartCard/Token to access the user's PIV certificate/signature and "use it" to sign a file Question 1: How to get the PIV Certificate from SmartCard/Token/Yubikey into iPadOS keychain?   * Do we need to get the PIV certificate into the iOS keychain? Is there another way to interact with a SmartCard directly?   * This should prompt the user for their PIN? Question 2: How to get our Swift app to hook into the event that the SmartCard/Token is inserted into the device and then interface with the user's certificate?   * When is the user prompted to enter their PIN for SmartCard/Token/Yubikey?   * Do we need to use CyrptoTokenKit to interface with a smartcard inserted into the lightning port of an iOS device?
14
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4.1k
Sep ’25
Outlook for Mac add-in - Passkeys
hello, My organization has an outlook add-in that requires auth into our platform. As Microsoft forces Auth on MacOS to use WKWebView https://learn.microsoft.com/en-us/office/dev/add-ins/concepts/browsers-used-by-office-web-add-ins, we are running into a situation that we cannot use passkeys as an auth method as we are unable to trigger WebAuthN flows. We’ve raised this in Microsoft side but they have deferred to Apple given WKWebView is Safari based. This is a big blocker for us to achieve a full passwordless future. Has anyone come across this situation? Thank you.
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395
Aug ’25
Keychain is not getting opened after unlock when system.login.screensaver is updated to use authenticate-session-owner-or-admin
When we enable 3rd party authentication plugin using SFAuthorization window, then when user performs Lock Screen and then unlock the MAC. Now after unlock, if user tries to open Keychain Access, it is not getting opened. When trying to open Keychain Access, we are prompted for credentials but after providing the credentials Keychians are not getting opened. This is working on Sonoma 14.6.1 , but seeing this issue from macOS Sequoia onwards. Are there any suggested settings/actions to resolve this issue?
6
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493
Aug ’25
Integrating CryptoTokenKit with productsign
Hi all, I'm using a CryptoTokenKit (CTK) extension to perform code signing without having the private key stored on my laptop. The extension currently only supports the rsaSignatureDigestPKCS1v15SHA256 algorithm: func tokenSession(_ session: TKTokenSession, supports operation: TKTokenOperation, keyObjectID: TKToken.ObjectID, algorithm: TKTokenKeyAlgorithm) -> Bool { return algorithm.isAlgorithm(SecKeyAlgorithm.rsaSignatureDigestPKCS1v15SHA256) } This setup works perfectly with codesign, and signing completes without any issues. However, when I try to use productsign, the system correctly detects and delegates signing to my CTK extension, but it seems to always request rsaSignatureDigestPKCS1v15SHA1 instead: productsign --timestamp --sign <identity> unsigned.pkg signed.pkg productsign: using timestamp authority for signature productsign: signing product with identity "Developer ID Installer: <org> (<team>)" from keychain (null) ... Error Domain=NSOSStatusErrorDomain Code=-50 "algid:sign:RSA:digest-PKCS1v15:SHA1: algorithm not supported by the key" ... productsign: error: Failed to sign the product. From what I understand, older versions of macOS used SHA1 for code signing, but codesign has since moved to SHA256 (at least when legacy compatibility isn't a concern). Oddly, productsign still seems to default to SHA1, even in 2025. Is there a known way to force productsign to use SHA256 instead of SHA1 for the signature digest algorithm? Or is there some flag or configuration I'm missing? Thanks in advance!
7
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662
Jun ’25
AASA not being fetched immediately upon app install
Hi Apple Devs, For our app, we utilize passkeys for account creation (not MFA). This is mainly for user privacy, as there is 0 PII associated with passkey account creation, but it additionally also satisfies the 4.8: Login Services requirement for the App Store. However, we're getting blocked in Apple Review. Because the AASA does not get fetched immediately upon app install, the reviewers are not able to create an account immediately via passkeys, and then they reject the build. I'm optimistic I can mitigate the above. But even if we pass Apple Review, this is a pretty catastrophic issue for user security and experience. There are reports that 5% of users cannot create passkeys immediately (https://developer.apple.com/forums/thread/756740). That is a nontrivial amount of users, and this large of an amount distorts how app developers design onboarding and authentication flows towards less secure experiences: App developers are incentivized to not require MFA setup on account creation because requiring it causes significant churn, which is bad for user security. If they continue with it anyways, for mitigation, developers are essentially forced to add in copy into their app saying something along the lines of "We have no ability to force Apple to fetch the config required to continue sign up, so try again in a few minutes, you'll just have to wait." You can't even implement a fallback method. There's no way to check if the AASA is available before launching the ASAuthorizationController so you can't mitigate a portion of users encountering an error!! Any app that wants to use the PRF extension to encrypt core functionality (again, good for user privacy) simply cannot exist because the app simply does not work for an unspecified amount of time for a nontrivial portion of users. It feels like a. Apple should provide a syscall API that we can call to force SWCD to verify the AASA or b. implement a config based on package name for the app store such that the installation will immediately include a verified AASA from Apple's CDN. Flicking the config on would require talking with Apple. If this existed, this entire class of error would go away. It feels pretty shocking that there isn't a mitigation in place for this already given that it incentivizes app developers to pursue strictly less secure and less private authentication practices.
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415
Aug ’25
IDFA Not Resetting on App Reinstallation in iOS 26 Beta
Hello everyone, I've noticed some unusual behavior while debugging my application on the iOS 26 beta. My standard testing process relies on the App Tracking Transparency (ATT) authorization status being reset whenever I uninstall and reinstall my app. This is crucial for me to test the permission flow. However, on the current beta, I've observed the following: 1 I installed my app on a device running the iOS 26 beta for the first time. The ATTrackingManager.requestTrackingAuthorization dialog appeared as expected. 2 I completely uninstalled the application. 3 I then reinstalled the app. Unexpected Result: The tracking permission dialog did not appear. And more importantly, the device's advertisingIdentifier appears to have remained unchanged. This is highly unusual, as the IDFA is expected to be reset with a fresh app installation. My question: Is this an intentional change, and is there a fundamental shift in how the operating system handles the persistence of the IDFA or the authorization status? Or could this be a bug in the iOS 26 beta? Any information or confirmation on this behavior would be greatly appreciated.
1
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567
Sep ’25
How can my password manager app redirect users to the “AutoFill Passwords & Passkeys” settings page?
Hi all, I’m building a password manager app for iOS. The app implements an ASCredentialProviderExtension and has the entitlement com.apple.developer.authentication-services.autofill-credential-provider. From a UX perspective, I’d like to help users enable my app under: Settings → General → AutoFill & Passwords What I’ve observed: Calling UIApplication.openSettingsURLString only opens my app’s own Settings page, not the AutoFill list. Some apps (e.g. Google Authenticator) appear to redirect users directly into the AutoFill Passwords & Passkeys screen when you tap “Enable AutoFill.” 1Password goes even further: when you tap “Enable” in 1Password App, it shows a system pop-up, prompts for Face ID, and then enables 1Password as the AutoFill provider without the user ever leaving the app. Questions: Is there a public API or entitlement that allows apps to deep-link users directly to the AutoFill Passwords & Passkeys screen? Is there a supported API to programmatically request that my app be enabled as an AutoFill provider (similar to what 1Password seems to achieve)? If not, what is the recommended approach for guiding users through this flow? Thanks in advance!
1
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555
Aug ’25
Issue to reset "Privacy & Security" permissions
Hello, I am working on a script to update an application which bundle ID changed. Only the bundle ID was modified; all other aspects remain unchanged. This application requires access to "Screen & System Audio Recording" permissions, which are currently granted to the old bundle ID. The script performs the following steps: launchctl bootout gui/$(id -u) /Library/LaunchAgents/com.my_agent_1.plist pkgutil --forget com.my_agent_1 tccutil reset All com.my_agent_1 rm /Library/LaunchAgents/com.my_agent_1.plist rm -rf </path/to/com_my_agent_1> installer -dumplog -allowUntrusted -pkg </path/to/com_my_agent_2.pkg> -target / ... When running steps #1-6 without a restart between steps #5 and #6, the old bundle ID (com.my_agent_1) remains visible in TCC.db (verified via SQL queries). Looks like this is the reason why "com.my_agent_2" is not automatically added to the permission list (requiring manual add). Moreover, "tccutil reset All com.my_agent_1" does not work anymore, the error: tccutil: No such bundle identifier "com.my_agent_1": The operation couldn’t be completed. (OSStatus error -10814.) Is there any way to completely clear the "Privacy & Security" permissions without requiring a system restart? Thank you a lot for your help in advance!
0
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236
Jun ’25
App Attest Validation Nonce Not Matched
Greetings, We are struggling to implement device binding according to your documentation. We are generation a nonce value in backend like this: public static String generateNonce(int byteLength) { byte[] randomBytes = new byte[byteLength]; new SecureRandom().nextBytes(randomBytes); return Base64.getUrlEncoder().withoutPadding().encodeToString(randomBytes); } And our mobile client implement the attestation flow like this: @implementation AppAttestModule - (NSData *)sha256FromString:(NSString *)input { const char *str = [input UTF8String]; unsigned char result[CC_SHA256_DIGEST_LENGTH]; CC_SHA256(str, (CC_LONG)strlen(str), result); return [NSData dataWithBytes:result length:CC_SHA256_DIGEST_LENGTH]; } RCT_EXPORT_MODULE(); RCT_EXPORT_METHOD(generateAttestation:(NSString *)nonce resolver:(RCTPromiseResolveBlock)resolve rejecter:(RCTPromiseRejectBlock)reject) { if (@available(iOS 14.0, *)) { DCAppAttestService *service = [DCAppAttestService sharedService]; if (![service isSupported]) { reject(@"not_supported", @"App Attest is not supported on this device.", nil); return; } NSData *nonceData = [self sha256FromString:nonce]; NSUserDefaults *defaults = [NSUserDefaults standardUserDefaults]; NSString *savedKeyId = [defaults stringForKey:@"AppAttestKeyId"]; NSString *savedAttestation = [defaults stringForKey:@"AppAttestAttestationData"]; void (^resolveWithValues)(NSString *keyId, NSData *assertion, NSString *attestationB64) = ^(NSString *keyId, NSData *assertion, NSString *attestationB64) { NSString *assertionB64 = [assertion base64EncodedStringWithOptions:0]; resolve(@{ @"nonce": nonce, @"signature": assertionB64, @"deviceType": @"IOS", @"attestationData": attestationB64 ?: @"", @"keyId": keyId }); }; void (^handleAssertion)(NSString *keyId, NSString *attestationB64) = ^(NSString *keyId, NSString *attestationB64) { [service generateAssertion:keyId clientDataHash:nonceData completionHandler:^(NSData *assertion, NSError *assertError) { if (!assertion) { reject(@"assertion_error", @"Failed to generate assertion", assertError); return; } resolveWithValues(keyId, assertion, attestationB64); }]; }; if (savedKeyId && savedAttestation) { handleAssertion(savedKeyId, savedAttestation); } else { [service generateKeyWithCompletionHandler:^(NSString *keyId, NSError *keyError) { if (!keyId) { reject(@"keygen_error", @"Failed to generate key", keyError); return; } [service attestKey:keyId clientDataHash:nonceData completionHandler:^(NSData *attestation, NSError *attestError) { if (!attestation) { reject(@"attestation_error", @"Failed to generate attestation", attestError); return; } NSString *attestationB64 = [attestation base64EncodedStringWithOptions:0]; [defaults setObject:keyId forKey:@"AppAttestKeyId"]; [defaults setObject:attestationB64 forKey:@"AppAttestAttestationData"]; [defaults synchronize]; handleAssertion(keyId, attestationB64); }]; }]; } } else { reject(@"ios_version", @"App Attest requires iOS 14+", nil); } } @end For validation we are extracting the nonce from the certificate like this: private static byte[] extractNonceFromAttestationCert(X509Certificate certificate) throws IOException { byte[] extensionValue = certificate.getExtensionValue("1.2.840.113635.100.8.2"); if (Objects.isNull(extensionValue)) { throw new IllegalArgumentException("Apple App Attest nonce extension not found in certificate."); } ASN1Primitive extensionPrimitive = ASN1Primitive.fromByteArray(extensionValue); ASN1OctetString outerOctet = ASN1OctetString.getInstance(extensionPrimitive); ASN1Sequence sequence = (ASN1Sequence) ASN1Primitive.fromByteArray(outerOctet.getOctets()); ASN1TaggedObject taggedObject = (ASN1TaggedObject) sequence.getObjectAt(0); ASN1OctetString nonceOctet = ASN1OctetString.getInstance(taggedObject.getObject()); return nonceOctet.getOctets(); } And for the verification we are using this method: private OptionalMethodResult<Void> verifyNonce(X509Certificate certificate, String expectedNonce, byte[] authData) { byte[] expectedNonceHash; try { byte[] nonceBytes = MessageDigest.getInstance("SHA-256").digest(expectedNonce.getBytes()); byte[] combined = ByteBuffer.allocate(authData.length + nonceBytes.length).put(authData).put(nonceBytes).array(); expectedNonceHash = MessageDigest.getInstance("SHA-256").digest(combined); } catch (NoSuchAlgorithmException e) { log.error("Error while validations iOS attestation: {}", e.getMessage(), e); return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } byte[] actualNonceFromCert; try { actualNonceFromCert = extractNonceFromAttestationCert(certificate); } catch (Exception e) { log.error("Error while extracting nonce from certificate: {}", e.getMessage(), e); return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } if (!Arrays.equals(expectedNonceHash, actualNonceFromCert)) { return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } return OptionalMethodResult.empty(); } But the values did not matched. What are we doing wrong here? Thanks.
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Sep ’25
Certificate revocation check with SecPolicyCreateRevocation/SecTrustEvaluateWithError does not work
When trying to check if a certificate has been revoked with SecPolicyCreateRevocation (Flags: kSecRevocationUseAnyAvailableMethod | kSecRevocationRequirePositiveResponse) and SecTrustEvaluateWithError I always get the result error code errSecIncompleteCertRevocationCheck, regardless if the certificate was revoked or not. Reproduction: Execute the program from the attached Xcode project (See Feedback FB21224106). Error output: Error: Error Domain=NSOSStatusErrorDomain Code=-67635 ""revoked.badssl.com","E8","ISRG Root X1" certificates do not meet pinning requirements" UserInfo={NSLocalizedDescription="revoked.badssl.com","E8","ISRG Root X1" certificates do not meet pinning requirements, NSUnderlyingError=0x6000018d48a0 {Error Domain=NSOSStatusErrorDomain Code=-67635 "Certificate 0 “revoked.badssl.com” has errors: Failed to check revocation;" UserInfo={NSLocalizedDescription=Certificate 0 “revoked.badssl.com” has errors: Failed to check revocation;}}} To me it looks like that the revocation check just fails („Failed to check revocation;“), no further information is provided by the returned error. In the example the certificate chain of https://revoked.badssl.com (default code) and https://badssl.com is verified (to switch see comments in the code). I have a proxy configured in the system, I assume that the revocation check will use it. On the same machine, the browsers (Safari and Google Chrome) can successfully detect if the certificate was revoked (revoked.badssl.com) or not (badssl.com) without further changes in the system/proxy settings. Note: The example leaks some memory, it’s just a test program. Am I missing something? Feedback: FB21224106
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Dec ’25
SecItem: Pitfalls and Best Practices
I regularly help developers with keychain problems, both here on DevForums and in various DTS cases. Over the years I’ve learnt a lot about the API, including many pitfalls and best practices. This post is my attempt to collect that experience in one place. If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Pitfalls and Best Practices It’s just four functions, how hard can it be? The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains some of the keychain’s pitfalls and then goes on to explain various best practices. Before reading this, make sure you understand the fundamentals by reading its companion post, SecItem: Fundamentals. Pitfalls Lets start with some common pitfalls. Queries and Uniqueness Constraints The relationship between query dictionaries and uniqueness constraints is a major source of problems with the keychain API. Consider code like this: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecAttrGeneric: Data("SecItemHints".utf8), ] as NSMutableDictionary let err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { query[kSecValueData] = Data("opendoor".utf8) let err2 = SecItemAdd(query, nil) if err2 == errSecDuplicateItem { fatalError("… can you get here? …") } } Can you get to the fatal error? At first glance this might not seem possible because you’ve run your query and it’s returned errSecItemNotFound. However, the fatal error is possible because the query contains an attribute, kSecAttrGeneric, that does not contribute to the uniqueness. If the keychain contains a generic password whose service (kSecAttrService) and account (kSecAttrAccount) attributes match those supplied but whose generic (kSecAttrGeneric) attribute does not, the SecItemCopyMatching calls will return errSecItemNotFound. However, for a generic password item, of the attributes shown here, only the service and account attributes are included in the uniqueness constraint. If you try to add an item where those attributes match an existing item, the add will fail with errSecDuplicateItem even though the value of the generic attribute is different. The take-home point is that that you should study the attributes that contribute to uniqueness and use them in a way that’s aligned with your view of uniqueness. See the Uniqueness section of SecItem: Fundamentals for a link to the relevant documentation. Erroneous Attributes Each keychain item class supports its own specific set of attributes. For information about the attributes supported by a given class, see SecItem: Fundamentals. I regularly see folks use attributes that aren’t supported by the class they’re working with. For example, the kSecAttrApplicationTag attribute is only supported for key items (kSecClassKey). Using it with a certificate item (kSecClassCertificate) will cause, at best, a runtime error and, at worst, mysterious bugs. This is an easy mistake to make because: The ‘parameter block’ nature of the SecItem API means that the compiler won’t complain if you use an erroneous attribute. On macOS, the shim that connects to the file-based keychain ignores unsupported attributes. Imagine you want to store a certificate for a particular user. You might write code like this: let err = SecItemAdd([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecValueRef: cert, ] as NSDictionary, nil) The goal is to store the user’s name in the kSecAttrApplicationTag attribute so that you can get back their certificate with code like this: let err = SecItemCopyMatching([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecReturnRef: true, ] as NSDictionary, &copyResult) On iOS, and with the data protection keychain on macOS, both calls will fail with errSecNoSuchAttr. That makes sense, because the kSecAttrApplicationTag attribute is not supported for certificate items. Unfortunately, the macOS shim that connects the SecItem API to the file-based keychain ignores extraneous attributes. This results in some very bad behaviour: SecItemAdd works, ignoring kSecAttrApplicationTag. SecItemCopyMatching ignores kSecAttrApplicationTag, returning the first certificate that it finds. If you only test with a single user, everything seems to work. But, later on, when you try your code with multiple users, you might get back the wrong result depending on the which certificate the SecItemCopyMatching call happens to discover first. Ouch! Context Matters Some properties change behaviour based on the context. The value type properties are the biggest offender here, as discussed in the Value Type Subtleties section of SecItem: Fundamentals. However, there are others. The one that’s bitten me is kSecMatchLimit: In a query and return dictionary its default value is kSecMatchLimitOne. If you don’t supply a value for kSecMatchLimit, SecItemCopyMatching returns at most one item that matches your query. In a pure query dictionary its default value is kSecMatchLimitAll. For example, if you don’t supply a value for kSecMatchLimit, SecItemDelete will delete all items that match your query. This is a lesson that, once learnt, is never forgotten! Note Although this only applies to the data protection keychain. If you’re on macOS and targeting the file-based keychain, kSecMatchLimit always defaults to kSecMatchLimitOne. This is clearly a bug, but we can’t fix it due to compatibility concerns (r. 105800863). Fun times! Digital Identities Aren’t Real A digital identity is the combination of a certificate and the private key that matches the public key within that certificate. The SecItem API has a digital identity keychain item class, namely kSecClassIdentity. However, the keychain does not store digital identities. When you add a digital identity to the keychain, the system stores its components, the certificate and the private key, separately, using kSecClassCertificate and kSecClassKey respectively. This has a number of non-obvious effects: Adding a certificate can ‘add’ a digital identity. If the new certificate happens to match a private key that’s already in the keychain, the keychain treats that pair as a digital identity. Likewise when you add a private key. Similarly, removing a certificate or private key can ‘remove’ a digital identity. Adding a digital identity will either add a private key, or a certificate, or both, depending on what’s already in the keychain. Removing a digital identity removes its certificate. It might also remove the private key, depending on whether that private key is used by a different digital identity. The system forms a digital identity by matching the kSecAttrApplicationLabel (klbl) attribute of the private key with the kSecAttrPublicKeyHash (pkhh) attribute of the certificate. If you add both items to the keychain and the system doesn’t form an identity, check the value of these attributes. For more information the key attributes, see SecItem attributes for keys. Keys Aren’t Stored in the Secure Enclave Apple platforms let you protect a key with the Secure Enclave (SE). The key is then hardware bound. It can only be used by that specific SE [1]. Earlier versions of the Protecting keys with the Secure Enclave article implied that SE-protected keys were stored in the SE itself. This is not true, and it’s caused a lot of confusion. For example, I once asked the keychain team “How much space does the SE have available to store keys?”, a question that’s complete nonsense once you understand how this works. In reality, SE-protected keys are stored in the standard keychain database alongside all your other keychain items. The difference is that the key is wrapped in such a way that only the SE can use it. So, the key is protected by the SE, not stored in the SE. A while back we updated the docs to clarify this point but the confusion persists. [1] Technically it’s that specific iteration of that specific SE. If you erase the device then the key material needed to use the key is erased and so the key becomes permanently useless. Or at least that’s my understanding of how things work (-: For details like this I defer to Apple Platform Security. Careful With that Shim, Mac Developer As explained in TN3137 On Mac keychain APIs and implementations, macOS has a shim that connects the SecItem API to either the data protection keychain or the file-based keychain depending on the nature of the request. That shim has limitations. Some of those are architectural but others are simply bugs in the shim. For some great examples, see the Investigating Complex Attributes section below. The best way to avoid problems like this is to target the data protection keychain. If you can’t do that, try to avoid exploring the outer reaches of the SecItem API. If you encounter a case that doesn’t make sense, try that same case with the data protection keychain. If it works there but fails with the file-based keychain, please do file a bug against the shim. It’ll be in good company. Here’s some known issues with the shim: It ignores unsupported attributes. See Erroneous Attributes, above, for more background on that. The shim can fan out to both the data protection and the file-based keychain. In that case it has to make a policy decision about how to handle errors. This results in some unexpected behaviour (r. 143405965). For example, if you call SecItemCopyMatching while the keychain is locked, the data protection keychain will fail with errSecInteractionNotAllowed (-25308). OTOH, it’s possible to query for the presence of items in the file-based keychain even when it’s locked. If you do that and there’s no matching item, the file-based keychain fails with errSecItemNotFound (-25300). When the shim gets these conflicting errors, it chooses to return the latter. Whether this is right or wrong depends on your perspective, but it’s certainly confusing, especially if you’re coming at this from the iOS side. If you call SecItemDelete without specifying a match limit (kSecMatchLimit), the data protection keychain deletes all matching items, whereas the file-based keychain just deletes a single match (r. 105800863). While these shim issue have all have bug numbers, there’s no guarantee that any of them will be fixed. Fixing bugs like this is tricky because of binary compatibility concerns. Add-only Attributes Some attributes can only be set when you add an item. These attributes are usually associated with the scope of the item. For example, to protect an item with the Secure Enclave, supply the kSecAttrAccessControl attribute to the SecItemAdd call. Once you do that, however, you can’t change the attribute. Calling SecItemUpdate with a new kSecAttrAccessControl won’t work. Lost Keychain Items A common complaint from developers is that a seemingly minor update to their app has caused it to lose all of its keychain items. Usually this is caused by one of two problems: Entitlement changes Query dictionary confusion Access to keychain items is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. If the two versions of your app have different entitlements, one version may not be able to ‘see’ items created by the other. Let’s walk through an example of this. Imagine you have an app with an App ID of SKMME9E2Y8.com.example.waffle-varnisher. Version 1 of your app does nothing fancy with the keychain. It uses neither keychain access groups nor app groups. Thus its keychain access group list consists of just the App ID, that is, [ SKMME9E2Y8.com.example.waffle-varnisher ]. When that version of your app creates a keychain item, the kSecAttrAccessGroup value will default to the only value available, SKMME9E2Y8.com.example.waffle-varnisher. In version 2 of your app you want to use keychain access groups, so you add the Keychain Sharing capability to your project and populate it with two values, SKMME9E2Y8.groupA and SKMME9E2Y8.groupB. If you take no other action, your app’s keychain access group list will be [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ]. This changes the default value for new items to SKMME9E2Y8.groupA. This is an obvious pitfall. Version 1 of your app created new keychain items in SKMME9E2Y8.com.example.waffle-varnisher while version 2 creates them in SKMME9E2Y8.groupA. You now have different items in different groups, depending on which version the user first launched, and that’s a recipe for chaos. There are two common ways to avoid problems here: Migrate items from SKMME9E2Y8.com.example.waffle-varnisher to SKMME9E2Y8.groupA. See Transfer Items Between Keychain Access Groups, below. Add your App ID to the front of the Keychain Sharing list. This results in a keychain access group list of [ SKMME9E2Y8.com.example.waffle-varnisher, SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ], which means that the default keychain access group doesn’t change. (The second instance of SKMME9E2Y8.com.example.waffle-varnisher in this list is redundant but doesn’t cause any complications.) So far so good. Now let’s say you took the first option and shipped version 2 of your app with SKMME9E2Y8.groupA as the default keychain access group. You want to update the app again, to version 3, and you’ve decided that SKMME9E2Y8.groupA no longer makes sense and you want to remove it, relying on SKMME9E2Y8.groupB instead. Doing that isn’t safe. If version 3 of your app has no access to SKMME9E2Y8.groupA, it won’t be able to access items created by version 2, even if the only goal is to migrate those items to SKMME9E2Y8.groupB. To make this work you have to: Move SKMME9E2Y8.groupA to the end of the Keychain Sharing list, so new items get created in SKMME9E2Y8.groupB. Add a migration from SKMME9E2Y8.groupA to SKMME9E2Y8.groupB. Update the migration from SKMME9E2Y8.com.example.waffle-varnisher to target SKMME9E2Y8.groupB instead of SKMME9E2Y8.groupA. That last point is necessary because a user might install version 1, skip version 2, and instead update straight to version 3. This is just an example, but the message is clear: Any change to your keychain access group list requires careful planning and testing. You’ll also see problems like this if you change your App ID prefix, as described in App ID Prefix Change and Keychain Access. IMPORTANT When checking for this problem, don’t rely on your .entitlements file. There are many steps between it and your app’s actual entitlements. Rather, run codesign to dump the entitlements of your built app: % codesign -d --entitlements - /path/to/your.app Lost Keychain Items, Redux Another common cause of lost keychain items is confusion about query dictionaries, something discussed in detail in this post and SecItem: Fundamentals. If SecItemCopyMatching isn’t returning the expected item, add some test code to get all the items and their attributes. For example, to dump all the generic password items, run code like this: func dumpGenericPasswords() throws { let itemDicts = try secCall { SecItemCopyMatching([ kSecClass: kSecClassGenericPassword, kSecMatchLimit: kSecMatchLimitAll, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [[String: Any]] print(itemDicts) } Then compare each item’s attributes against the attributes you’re looking for to see why there was no match. Data Protection and Background Execution Keychain items are subject to data protection. Specifically, an item may or may not be accessible depending on whether specific key material is available. For an in-depth discussion of how this works, see Apple Platform Security. Note This section focuses on iOS but you’ll see similar effects on all Apple platforms. On macOS specifically, the contents of this section only apply to the data protection keychain. The keychain supports three data protection levels: kSecAttrAccessibleWhenUnlocked kSecAttrAccessibleAfterFirstUnlock kSecAttrAccessibleAlways Note There are additional data protection levels, all with the ThisDeviceOnly suffix. Understanding those is not necessary to understanding this pitfall. Each data protection level describes the lifetime of the key material needed to work with items protected in that way. Specifically: The key material needed to work with a kSecAttrAccessibleWhenUnlocked item comes and goes as the user locks and unlocks their device. The key material needed to work with a kSecAttrAccessibleAfterFirstUnlock item becomes available when the device is first unlocked and remains available until the device restarts. The default data protection level is kSecAttrAccessibleWhenUnlocked. If you add an item to the keychain and don’t specify a data protection level, this is what you get [1]. To specify a data protection level when you add an item to the keychain, apply the kSecAttrAccessible attribute. Alternatively, embed the access level within a SecAccessControl object and apply that using the kSecAttrAccessControl attribute. IMPORTANT It’s best practice to set these attributes when you add the item and then never update them. See Add-only Attributes, above, for more on that. If you perform an operation whose data protection is incompatible with the currently available key material, that operation fails with errSecInteractionNotAllowed [2]. There are four fundamental keychain operations, discussed in the SecItem: Fundamentals, and each interacts with data protection in a different way: Copy — If you attempt to access a keychain item whose key material is unavailable, SecItemCopyMatching fails with errSecInteractionNotAllowed. This is an obvious result; the whole point of data protection is to enforce this security policy. Add — If you attempt to add a keychain item whose key material is unavailable, SecItemAdd fails with errSecInteractionNotAllowed. This is less obvious. The reason why this fails is that the system needs the key material to protect (by encryption) the keychain item, and it can’t do that if if that key material isn’t available. Update — If you attempt to update a keychain item whose key material is unavailable, SecItemUpdate fails with errSecInteractionNotAllowed. This result is an obvious consequence of the previous result. Delete — Deleting a keychain item, using SecItemDelete, doesn’t require its key material, and thus a delete will succeed when the item is otherwise unavailable. That last point is a significant pitfall. I regularly see keychain code like this: Read an item holding a critical user credential. If that works, use that credential. If it fails, delete the item and start from a ‘factory reset’ state. The problem is that, if your code ends up running in the background unexpectedly, step 1 fails with errSecInteractionNotAllowed and you turn around and delete the user’s credential. Ouch! Note Even if you didn’t write this code, you might have inherited it from a keychain wrapper library. See Think Before Wrapping, below. There are two paths forward here: If you don’t expect this code to work in the background, check for the errSecInteractionNotAllowed error and non-destructively cancel the operation in that case. If you expect this code to be running in the background, switch to a different data protection level. WARNING For the second path, the most obvious fix is to move from kSecAttrAccessibleWhenUnlocked to kSecAttrAccessibleAfterFirstUnlock. However, this is not a panacea. It’s possible that your app might end up running before first unlock [3]. So, if you choose the second path, you must also make sure to follow the advice for the first path. You can determine whether the device is unlocked using the isProtectedDataAvailable property and its associated notifications. However, it’s best not to use this property as part of your core code, because such preflighting is fundamentally racy. Rather, perform the operation and handle the error gracefully. It might make sense to use isProtectedDataAvailable property as part of debugging, logging, and diagnostic code. [1] For file data protection there’s an entitlement (com.apple.developer.default-data-protection) that controls the default data protection level. There’s no such entitlement for the keychain. That’s actually a good thing! In my experience the file data protection entitlement is an ongoing source of grief. See this thread if you’re curious. [2] This might seem like an odd error but it’s actually pretty reasonable: The operation needs some key material that’s currently unavailable. Only a user action can provide that key material. But the data protection keychain will never prompt the user to unlock their device. Thus you get an error instead. [3] iOS generally avoids running third-party code before first unlock, but there are circumstances where that can happen. The obvious legitimate example of this is a VoIP app, where the user expects their phone to ring even if they haven’t unlocked it since the last restart. There are also other less legitimate examples of this, including historical bugs that caused apps to launch in the background before first unlock. Best Practices With the pitfalls out of the way, let’s talk about best practices. Less Painful Dictionaries I look at a lot of keychain code and it’s amazing how much of it is way more painful than it needs to be. The biggest offender here is the dictionaries. Here are two tips to minimise the pain. First, don’t use CFDictionary. It’s seriously ugly. While the SecItem API is defined in terms of CFDictionary, you don’t have to work with CFDictionary directly. Rather, use NSDictionary and take advantage of the toll-free bridge. For example, consider this CFDictionary code: CFTypeRef keys[4] = { kSecClass, kSecAttrService, kSecMatchLimit, kSecReturnAttributes, }; static const int kTen = 10; CFNumberRef ten = CFNumberCreate(NULL, kCFNumberIntType, &kTen); CFAutorelease(ten); CFTypeRef values[4] = { kSecClassGenericPassword, CFSTR("AYS"), ten, kCFBooleanTrue, }; CFDictionaryRef query = CFDictionaryCreate( NULL, keys, values, 4, &kCFTypeDictionaryKeyCallBacks, &kCFTypeDictionaryValueCallBacks ); Note This might seem rather extreme but I’ve literally seen code like this, and worse, while helping developers. Contrast this to the equivalent NSDictionary code: NSDictionary * query = @{ (__bridge NSString *) kSecClass: (__bridge NSString *) kSecClassGenericPassword, (__bridge NSString *) kSecAttrService: @"AYS", (__bridge NSString *) kSecMatchLimit: @10, (__bridge NSString *) kSecReturnAttributes: @YES, }; Wow, that’s so much better. Second, if you’re working in Swift, take advantage of its awesome ability to create NSDictionary values from Swift dictionary literals. Here’s the equivalent code in Swift: let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecMatchLimit: 10, kSecReturnAttributes: true, ] as NSDictionary Nice! Avoid Reusing Dictionaries I regularly see folks reuse dictionaries for different SecItem calls. For example, they might have code like this: var copyResult: CFTypeRef? = nil let dict = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(dict, &copyResult) if err == errSecItemNotFound { dict[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(dict, nil) } This specific example will work, but it’s easy to spot the logic error. kSecReturnData is a return type property and it makes no sense to pass it to a SecItemAdd call whose second parameter is nil. I’m not sure why folks do this. I think it’s because they think that constructing dictionaries is expensive. Regardless, this pattern can lead to all sorts of weird problems. For example, it’s the leading cause of the issue described in the Queries and the Uniqueness Constraints section, above. My advice is that you use a new dictionary for each call. That prevents state from one call accidentally leaking into a subsequent call. For example, I’d rewrite the above as: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecValueData: Data("opendoor".utf8), ] as NSMutableDictionary err = SecItemAdd(add, nil) } It’s a bit longer, but it’s much easier to track the flow. And if you want to eliminate the repetition, use a helper function: func makeDict() -> NSMutableDictionary { [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", ] as NSMutableDictionary } var copyResult: CFTypeRef? = nil let query = makeDict() query[kSecReturnData] = true var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = makeDict() query[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(add, nil) } Think Before Wrapping A lot of folks look at the SecItem API and immediately reach for a wrapper library. A keychain wrapper library might seem like a good idea but there are some serious downsides: It adds another dependency to your project. Different subsystems within your project may use different wrappers. The wrapper can obscure the underlying API. Indeed, its entire raison d’être is to obscure the underlying API. This is problematic if things go wrong. I regularly talk to folks with hard-to-debug keychain problems and the conversation goes something like this: Quinn: What attributes do you use in the query dictionary? J R Developer: What’s a query dictionary? Quinn: OK, so what error are you getting back? J R Developer: It throws WrapperKeychainFailedError. That’s not helpful )-: If you do use a wrapper, make sure it has diagnostic support that includes the values passed to and from the SecItem API. Also make sure that, when it fails, it returns an error that includes the underlying keychain error code. These benefits will be particularly useful if you encounter a keychain problem that only shows up in the field. Wrappers must choose whether to be general or specific. A general wrapper may be harder to understand than the equivalent SecItem calls, and it’ll certainly contain a lot of complex code. On the other hand, a specific wrapper may have a model of the keychain that doesn’t align with your requirements. I recommend that you think twice before using a keychain wrapper. Personally I find the SecItem API relatively easy to call, assuming that: I use the techniques shown in Less Painful Dictionaries, above, to avoid having to deal with CFDictionary. I use my secCall(…) helpers to simplify error handling. For the code, see Calling Security Framework from Swift. If you’re not prepared to take the SecItem API neat, consider writing your own wrapper, one that’s tightly focused on the requirements of your project. For example, in my VPN apps I use the wrapper from this post, which does exactly what I need in about 100 lines of code. Prefer to Update Of the four SecItem functions, SecItemUpdate is the most neglected. Rather than calling SecItemUpdate I regularly see folks delete and then re-add the item. This is a shame because SecItemUpdate has some important benefits: It preserves persistent references. If you delete and then re-add the item, you get a new item with a new persistent reference. It’s well aligned with the fundamental database nature of the keychain. It forces you to think about which attributes uniquely identify your item and which items can be updated without changing the item’s identity. For a cool example of its power, check out Transfer Items Between Keychain Access Groups, below. Understand These Key Attributes Key items have a number of attributes that are similarly named, and it’s important to keep them straight. I created a cheat sheet for this, namely, SecItem attributes for keys. You wouldn’t believe how often I consult this! Starting from Scratch Sometimes it’s useful to be able to start from scratch. Imagine, for example, you’ve been rapidly iterating on some keychain code and you’re not sure whether your current code is compatible with items created by your earlier code. To simplify things, use SecItemDelete to delete all the existing items: _ = SecItemDelete([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, ] as NSDictionary) WARNING This code is obviously dangerous. Read the discussion below to learn more. This deletes all generic password items that your app has access to. To delete items in a different keychain item class, change the value for the kSecClass attribute. This code uses kSecUseDataProtectionKeychain. On iOS there is only one keychain, so this is a no-op. On macOS it limits the effect to the data protection keychain. Without it, the call will delete items in file-based keychains as well. This is very dangerous because those items might belong to other apps, or the system. If you want to use this technique in a Mac product that uses the file-based keychain, don’t use this code. Rather, write code that carefully targets your app’s keychain items. Alternatively, avoid this code and instead delete the items using Keychain Access or the security tool. For more about keychains on the Mac, see TN3137 On Mac keychain APIs and implementations. I often invoke this code from my app’s debug UI. For example, in a Mac app I might have a Debug menu with a Reset Keychain menu item. I typically compile that code out of the release build. However, you might choose to leave it in your final product. For example, you might have a ‘secret’ way to enable the debug UI [1] so that you can use it to help users with problems. In that case, make sure your debug UI informs the user of the potential consequences of this action. If you’re working on a big app, it might have different subsystems that user the keychain in different ways. A debug action like this might make sense for your subsystem but not for all the others. In that case, coordinate this work with the owners of any other subsystems that use the keychain. [1] If your app ships on the App Store, make sure that App Review knows about your debug UI. Investigating Complex Attributes Some attributes have values where the format is not obvious. For example, the kSecAttrIssuer attributed is documented as: The corresponding value is of type CFData and contains the X.500 issuer name of a certificate. What exactly does that mean? If I want to search the keychain for all certificates issued by a specific certificate authority, what value should I supply? One way to figure this out is to add a certificate to the keychain, read the attributes back, and then dump the kSecAttrIssuer value. For example: let cert: SecCertificate = … let attrs = try secCall { SecItemAdd([ kSecValueRef: cert, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [String: Any] let issuer = attrs[kSecAttrIssuer as String] as! NSData print((issuer as NSData).debugDescription) // prints: <3110300e 06035504 030c074d 6f757365 4341310b 30090603 55040613 024742> Those bytes represent the contents of a X.509 Name ASN.1 structure with DER encoding. This is without the outer SEQUENCE element, so if you dump it as ASN.1 you’ll get a nice dump of the first SET and then a warning about extra stuff at the end of the file: % xxd issuer.asn1 00000000: 3110 300e 0603 5504 030c 074d 6f75 7365 1.0...U....Mouse 00000010: 4341 310b 3009 0603 5504 0613 0247 42 CA1.0...U....GB % dumpasn1 -p issuer.asn1 SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } Warning: Further data follows ASN.1 data at position 18. Note For details on the Name structure, see section 4.1.2.4 of RFC 5280. Amusingly, if you run the same test against the file-based keychain you’ll… crash. OK, that’s not amusing. It turns out that the code above doesn’t work when targeting the file-based keychain because SecItemAdd doesn’t return a dictionary but rather an array of dictionaries (r. 21111543). Once you get past that, however, you’ll see it print: <301f3110 300e0603 5504030c 074d6f75 73654341 310b3009 06035504 06130247 42> Which is different! Dumping it as ASN.1 shows that it’s the full Name structure, including the outer SEQUENCE element: % xxd issuer-file-based.asn1 00000000: 301f 3110 300e 0603 5504 030c 074d 6f75 0.1.0...U....Mou 00000010: 7365 4341 310b 3009 0603 5504 0613 0247 seCA1.0...U....G 00000020: 42 B % dumpasn1 -p issuer-file-based.asn1 SEQUENCE { SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } SET { SEQUENCE { OBJECT IDENTIFIER countryName (2 5 4 6) PrintableString 'GB' } } } This difference in behaviour between the data protection and file-based keychains is a known bug (r. 26391756) but in this case it’s handy because the file-based keychain behaviour makes it easier to understand the data protection keychain behaviour. Import, Then Add It’s possible to import data directly into the keychain. For example, you might use this code to add a certificate: let certData: Data = … try secCall { SecItemAdd([ kSecClass: kSecClassCertificate, kSecValueData: certData, ] as NSDictionary, nil) } However, it’s better to import the data and then add the resulting credential reference. For example: let certData: Data = … let cert = try secCall { SecCertificateCreateWithData(nil, certData as NSData) } try secCall { SecItemAdd([ kSecValueRef: cert, ] as NSDictionary, nil) } There are two advantages to this: If you get an error, you know whether the problem was with the import step or the add step. It ensures that the resulting keychain item has the correct attributes. This is especially important for keys. These can be packaged in a wide range of formats, so it’s vital to know whether you’re interpreting the key data correctly. I see a lot of code that adds key data directly to the keychain. That’s understandable because, back in the day, this was the only way to import a key on iOS. Fortunately, that’s not been the case since the introduction of SecKeyCreateWithData in iOS 10 and aligned releases. For more information about importing keys, see Importing Cryptographic Keys. App Groups on the Mac Sharing access to keychain items among a collection of apps explains that three entitlements determine your keychain access: keychain-access-groups application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups In the discussion of the last item says: You can use app group names as keychain access group names, without adding them to the Keychain access groups entitlement. That’s true, but it’s also potentially misleading. This affordance works all the time on iOS and its child platforms. But on the Mac it only works if your entitlements are validated by a provisioning profile. For more on that topic, see App Groups: macOS vs iOS: Working Towards Harmony. Transfer Items Between Keychain Access Groups In some cases you might want to move a bunch of keychain items from one app group to another, for example, when preparing for an App ID prefix change. This is easier than you might first think. For example, to move all the generic password items for a particular service between oldGroup and newGroup, run this code: try secCall { SecItemUpdate([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, kSecAttrAccessGroup: oldGroup, kSecAttrService: "MyService", ] as NSDictionary, [ kSecAttrAccessGroup: newGroup, ] as NSDictionary) } This snippet highlights both the power and the subtlety of the SecItem API. The first parameter to SecItemUpdate is a pure query dictionary. It selects all the generic password items for MyService that are in the old keychain access group. In contrast, the second parameter is an update dictionary, which in this case just changes a single attribute. See SecItem: Fundamentals for a deeper explanation of these concepts. This call is atomic from your perspective [1]. The call will either fail or all the selected items will move as one. IMPORTANT Bulk operations like this are risky. That’s not because the keychain item will do the wrong thing, but rather because you have to be very careful what you ask for. If, for example, your query dictionary matches more than you intended, you might end up moving items unexpectedly. Be careful when crafting this code, and test it thoroughly. [1] It may even be atomic in a wider sense, given that the keychain is currently implemented as an SQLite database. Command-Line Tools Access to the data protection keychain is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. Those entitlements are restricted, that is, they must be authorised by a provisioning profile. This is fine for apps, app extensions, and system extensions, which are all bundled code; they exist within an app-like bundle structure. However, it’s problematic for command-line tools on the Mac, which are non-bundled executables. There’s no obvious way for such executables to include a provisioning profile (r. 125850707). For more about provisioning profiles, see TN3125 Inside Code Signing: Provisioning Profiles. For more about bundled code, see Creating distribution-signed code for macOS. If you’re creating a non-bundled executable for the Mac, first consider its execution context. If it runs as a launchd daemon, or outside of a user login context in some other way, it can’t use the data protection keychain. See TN3137 On Mac keychain APIs and implementations for more about that. If the executable is a command-line tool that’s typically run by the user, in Terminal or over SSH, it can use the data protection keychain. However: You have to embed the tool in an app-like wrapper. For more about that, see Signing a daemon with a restricted entitlement. If the tool is run via SSH, the user’s data protection keychain might be locked. To resolve this, the user must explicitly unlock their login keychain using the security tool. Note While the login keychain is a file-based keychain, unlocking it in this way also unlocks the data protection keychain. In-memory Plug-ins An in-memory plug-in is a native plug-in that’s loaded directly into the host process as a Mach-O bundle or shared library. For example, macOS screen savers are in-memory plug-ins. Note In-memory plug-ins are quite old school. Modern plug-ins are packaged as app extensions. If you’re created a Mac app that supports plug-ins, support app extension plug-ins by adopting ExtensionKit. From the keychain perspective, an in-memory plug-in is indistinguishable from the host app. This has both pros and cons: It can access all the keychain items that the host app has access to, in either the file-based or data protection keychains. It can’t access additional keychain items. For example, you can’t grant your in-memory plug-in access to a keychain access group that’s used by other apps that you create. I’ll leave it up to you to decide which of these is a pro and which is a con (-: Revision History 2026-04-27 Added the Command-Line Tools and In-memory Plug-ins sections. 2026-04-15 Significantly expanded the example in the Lost Keychain Items section. 2026-04-14 Added the Starting from Scratch section. 2026-04-02 Added the Transfer Items Between Keychain Access Groups section. Updated the App Groups on the Mac section to account for recent changes to app groups on the Mac. Made other minor editorial changes. 2025-06-29 Added the Data Protection and Background Execution section. Made other minor editorial changes. 2025-02-03 Added another specific example to the Careful With that Shim, Mac Developer section. 2025-01-29 Added somes specific examples to the Careful With that Shim, Mac Developer section. 2025-01-23 Added the Import, Then Add section. 2024-08-29 Added a discussion of identity formation to the Digital Identities Aren’t Real section. 2024-04-11 Added the App Groups on the Mac section. 2023-10-25 Added the Lost Keychain Items and Lost Keychain Items, Redux sections. 2023-09-22 Made minor editorial changes. 2023-09-12 Fixed various bugs in the revision history. Added the Erroneous Attributes section. 2023-02-22 Fixed the link to the VPNKeychain post. Corrected the name of the Context Matters section. Added the Investigating Complex Attributes section. 2023-01-28 First posted.
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XCode Enhancement Request... The ability to Obfuscate Builds
Hi... It would be nice if Apple / XCode would be so gracious to explore the possibility of providing the ability to include: Code scrambling / renaming Control-flow obfuscation String encryption Anti-debugging Anti-hooking Jailbreak detection App integrity checks Runtime tamper detection That way, we could eliminate the need to settle for third-party software. Who do we have to bribe to submit such a request and entertain such an idea?
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Dec ’25
Help with Entitlements for Keychain Access
Hi everyone, I’m working an Objective-C lib that performs Keychain operations, such as generating cryptographic keys and signing data. The lib will be used by my team in a Java program for macOS via JNI. When working with the traditional file-based Keychain (i.e., without access control flags), everything works smoothly, no issues at all. However, as soon as I try to generate a key using access control flags SecAccessControlCreateWithFlags, the Data Protection Keychain returns error -34018 (errSecMissingEntitlement) during SecKeyCreateRandomKey. This behavior is expected. To address this, I attempted to codesign my native dynamic library (.dylib) with an entitlement plist specifying various combinations of: keychain-access-groups com.apple.security.keychain etc. with: My Apple Development certificate Developer ID Application certificate Apple Distribution certificate None of these combinations made a difference, the error persists. I’d love to clarify: Is it supported to access Data Protection Keychain / Secure Enclave Keys in this type of use case? If so, what exact entitlements does macOS expect when calling SecKeyCreateRandomKey from a native library? I’d really appreciate any guidance or clarification. Thanks in advance! Best regards, Neil
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Jul ’25
Implementing Script Attachment in a Sandboxed App
Script attachment enables advanced users to create powerful workflows that start in your app. NSUserScriptTask lets you implement script attachment even if your app is sandboxed. This post explains how to set that up. IMPORTANT Most sandboxed apps are sandboxed because they ship on the Mac App Store [1]. While I don’t work for App Review, and thus can’t make definitive statements on their behalf, I want to be clear that NSUserScriptTask is intended to be used to implement script attachment, not as a general-purpose sandbox bypass mechanism. If you have questions or comments, please put them in a new thread. Place it in the Privacy &amp; Security &gt; General subtopic, and tag it with App Sandbox. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" [1] Most but not all. There are good reasons to sandbox your app even if you distribute it directly. See The Case for Sandboxing a Directly Distributed App. Implementing Script Attachment in a Sandboxed App Some apps support script attachment, that is, they allow a user to configure the app to run a script when a particular event occurs. For example: A productivity app might let a user automate repetitive tasks by configuring a toolbar button to run a script. A mail client might let a user add a script that processes incoming mail. When adding script attachment to your app, consider whether your scripting mechanism is internal or external: An internal script is one that only affects the state of the app. A user script is one that operates as the user, that is, it can change the state of other apps or the system as a whole. Supporting user scripts in a sandboxed app is a conundrum. The App Sandbox prevents your app from changing the state of other apps, but that’s exactly what your app needs to do to support user scripts. NSUserScriptTask resolves this conundrum. Use it to run scripts that the user has placed in your app’s Script folder. Because these scripts were specifically installed by the user, their presence indicates user intent and the system runs them outside of your app’s sandbox. Provide easy access to your app’s Script folder Your application’s Scripts folder is hidden within ~/Library. To make it easier for the user to add scripts, add a button or menu item that uses NSWorkspace to show it in the Finder: let scriptsDir = try FileManager.default.url(for: .applicationScriptsDirectory, in: .userDomainMask, appropriateFor: nil, create: true) NSWorkspace.shared.activateFileViewerSelecting([scriptsDir]) Enumerate the available scripts To show a list of scripts to the user, enumerate the Scripts folder: let scriptsDir = try FileManager.default.url(for: .applicationScriptsDirectory, in: .userDomainMask, appropriateFor: nil, create: true) let scriptURLs = try FileManager.default.contentsOfDirectory(at: scriptsDir, includingPropertiesForKeys: [.localizedNameKey]) let scriptNames = try scriptURLs.map { url in return try url.resourceValues(forKeys: [.localizedNameKey]).localizedName! } This uses .localizedNameKey to get the name to display to the user. This takes care of various edge cases, for example, it removes the file name extension if it’s hidden. Run a script To run a script, instantiate an NSUserScriptTask object and call its execute() method: let script = try NSUserScriptTask(url: url) try await script.execute() Run a script with arguments NSUserScriptTask has three subclasses that support additional functionality depending on the type of the script. Use the NSUserUnixTask subsclass to run a Unix script and: Supply command-line arguments. Connect pipes to stdin, stdout, and stderr. Get the termination status. Use the NSUserAppleScriptTask subclass to run an AppleScript, executing either the run handler or a custom Apple event. Use the NSUserAutomatorTask subclass to run an Automator workflow, supplying an optional input. To determine what type of script you have, try casting it to each of the subclasses: let script: NSUserScriptTask = … switch script { case let script as NSUserUnixTask: … use Unix-specific functionality … case let script as NSUserAppleScriptTask: … use AppleScript-specific functionality … case let script as NSUserAutomatorTask: … use Automatic-specific functionality … default: … use generic functionality … }
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Aug ’25
How to reset user preference for crypto token kit access
When an app is trying to access identities put in the keychain by cryptotokenkit extension, the user gets asked a permission pop-up which reads 'Token Access Request" would like access a token provided by: " with 2 options 'Don't allow' and 'OK' I accidently clicked "Don't allow" and now can't access identities put in crypto token kit. How can I reset the preference?
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3w
ASWebAuthenticationSession password autofill iOS 18.5 broken
I have been implementing an sdk for authenticating a user. I have noticed that on iOS 18.5, whether using SFSafariViewController, or the sdk (built on ASWebAuthenticationSession), password autofill does not work. I have confirmed it works on a different device running iOS 18.0.1. Are there any work arounds for this at this time? Specifically for ASWebAuthenticationSession?
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Jul ’25
Can child processes inherit Info.plist properties of a parent app (such as LSSupportsGameMode)?
My high-level goal is to add support for Game Mode in a Java game, which launches via a macOS "launcher" app that runs the actual java game as a separate process (e.g. using the java command line tool). I asked this over in the Graphics & Games section and was told this, which is why I'm reposting this here. I'm uncertain how to speak to CLI tools and Java games launched from a macOS app. These sound like security and sandboxing questions which we recommend you ask about in those sections of the forums. The system seems to decide whether to enable Game Mode based on values in the Info.plist (e.g. for LSApplicationCategoryType and GCSupportsGameMode). However, the child process can't seem to see these values. Is there a way to change that? (The rest of this post is copied from my other forums post to provide additional context.) Imagine a native macOS app that acts as a "launcher" for a Java game.** For example, the "launcher" app might use the Swift Process API or a similar method to run the java command line tool (lets assume the user has installed Java themselves) to run the game. I have seen How to Enable Game Mode. If the native launcher app's Info.plist has the following keys set: LSApplicationCategoryType set to public.app-category.games LSSupportsGameMode set to true (for macOS 26+) GCSupportsGameMode set to true The launcher itself can cause Game Mode to activate if the launcher is fullscreened. However, if the launcher opens a Java process that opens a window, then the Java window is fullscreened, Game Mode doesn't seem to activate. In this case activating Game Mode for the launcher itself is unnecessary, but you'd expect Game Mode to activate when the actual game in the Java window is fullscreened. Is there a way to get Game Mode to activate in the latter case? ** The concrete case I'm thinking of is a third-party Minecraft Java Edition launcher, but the issue can also be demonstrated in a sample project (FB13786152). It seems like the official Minecraft launcher is able to do this, though it's not clear how. (Is its bundle identifier hardcoded in the OS to allow for this? Changing a sample app's bundle identifier to be the same as the official Minecraft launcher gets the behavior I want, but obviously this is not a practical solution.)
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Jun ’25
Cannot find developer mode in iPhone 16
Cannot find developer mode in iPhone 16. Please help me resolve this
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Jul ’25
Swift iOS iPadOS app for Smartcard Token PIV using CryptoTokenKit
Please excuse my lack of understanding of what are probably fundamental concepts in iOS/iPadOS development but I have searched far and wide for documentation and haven't had much luck so far. I am not sure that what I want to do is even possible with an iPad iPadOS app. Goals: Develop a Swift iPadOS app that can digitally sign a file using a PIV SmartCard/Token (Personal Identity Verification Card): Insert a PIV SmartCard/Token (such as a Yubikey 5Ci) into the lightning port of an iPadOS device iPad (NOT MacOS) Interface with the SmartCard/Token to access the user's PIV certificate/signature and "use it" to sign a file Question 1: How to get the PIV Certificate from SmartCard/Token/Yubikey into iPadOS keychain?   * Do we need to get the PIV certificate into the iOS keychain? Is there another way to interact with a SmartCard directly?   * This should prompt the user for their PIN? Question 2: How to get our Swift app to hook into the event that the SmartCard/Token is inserted into the device and then interface with the user's certificate?   * When is the user prompted to enter their PIN for SmartCard/Token/Yubikey?   * Do we need to use CyrptoTokenKit to interface with a smartcard inserted into the lightning port of an iOS device?
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Sep ’25
Outlook for Mac add-in - Passkeys
hello, My organization has an outlook add-in that requires auth into our platform. As Microsoft forces Auth on MacOS to use WKWebView https://learn.microsoft.com/en-us/office/dev/add-ins/concepts/browsers-used-by-office-web-add-ins, we are running into a situation that we cannot use passkeys as an auth method as we are unable to trigger WebAuthN flows. We’ve raised this in Microsoft side but they have deferred to Apple given WKWebView is Safari based. This is a big blocker for us to achieve a full passwordless future. Has anyone come across this situation? Thank you.
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Aug ’25
App Keychain will sync secitem from old device to new device
In my app, I use SecItem to store some data in the Keychain. I’d like to know — when a user sets up a new iPhone and transfers data from the old device, will those Keychain items be migrated or synced to the new device?
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Jun ’25
Keychain is not getting opened after unlock when system.login.screensaver is updated to use authenticate-session-owner-or-admin
When we enable 3rd party authentication plugin using SFAuthorization window, then when user performs Lock Screen and then unlock the MAC. Now after unlock, if user tries to open Keychain Access, it is not getting opened. When trying to open Keychain Access, we are prompted for credentials but after providing the credentials Keychians are not getting opened. This is working on Sonoma 14.6.1 , but seeing this issue from macOS Sequoia onwards. Are there any suggested settings/actions to resolve this issue?
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Aug ’25
Integrating CryptoTokenKit with productsign
Hi all, I'm using a CryptoTokenKit (CTK) extension to perform code signing without having the private key stored on my laptop. The extension currently only supports the rsaSignatureDigestPKCS1v15SHA256 algorithm: func tokenSession(_ session: TKTokenSession, supports operation: TKTokenOperation, keyObjectID: TKToken.ObjectID, algorithm: TKTokenKeyAlgorithm) -> Bool { return algorithm.isAlgorithm(SecKeyAlgorithm.rsaSignatureDigestPKCS1v15SHA256) } This setup works perfectly with codesign, and signing completes without any issues. However, when I try to use productsign, the system correctly detects and delegates signing to my CTK extension, but it seems to always request rsaSignatureDigestPKCS1v15SHA1 instead: productsign --timestamp --sign <identity> unsigned.pkg signed.pkg productsign: using timestamp authority for signature productsign: signing product with identity "Developer ID Installer: <org> (<team>)" from keychain (null) ... Error Domain=NSOSStatusErrorDomain Code=-50 "algid:sign:RSA:digest-PKCS1v15:SHA1: algorithm not supported by the key" ... productsign: error: Failed to sign the product. From what I understand, older versions of macOS used SHA1 for code signing, but codesign has since moved to SHA256 (at least when legacy compatibility isn't a concern). Oddly, productsign still seems to default to SHA1, even in 2025. Is there a known way to force productsign to use SHA256 instead of SHA1 for the signature digest algorithm? Or is there some flag or configuration I'm missing? Thanks in advance!
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Jun ’25
AASA not being fetched immediately upon app install
Hi Apple Devs, For our app, we utilize passkeys for account creation (not MFA). This is mainly for user privacy, as there is 0 PII associated with passkey account creation, but it additionally also satisfies the 4.8: Login Services requirement for the App Store. However, we're getting blocked in Apple Review. Because the AASA does not get fetched immediately upon app install, the reviewers are not able to create an account immediately via passkeys, and then they reject the build. I'm optimistic I can mitigate the above. But even if we pass Apple Review, this is a pretty catastrophic issue for user security and experience. There are reports that 5% of users cannot create passkeys immediately (https://developer.apple.com/forums/thread/756740). That is a nontrivial amount of users, and this large of an amount distorts how app developers design onboarding and authentication flows towards less secure experiences: App developers are incentivized to not require MFA setup on account creation because requiring it causes significant churn, which is bad for user security. If they continue with it anyways, for mitigation, developers are essentially forced to add in copy into their app saying something along the lines of "We have no ability to force Apple to fetch the config required to continue sign up, so try again in a few minutes, you'll just have to wait." You can't even implement a fallback method. There's no way to check if the AASA is available before launching the ASAuthorizationController so you can't mitigate a portion of users encountering an error!! Any app that wants to use the PRF extension to encrypt core functionality (again, good for user privacy) simply cannot exist because the app simply does not work for an unspecified amount of time for a nontrivial portion of users. It feels like a. Apple should provide a syscall API that we can call to force SWCD to verify the AASA or b. implement a config based on package name for the app store such that the installation will immediately include a verified AASA from Apple's CDN. Flicking the config on would require talking with Apple. If this existed, this entire class of error would go away. It feels pretty shocking that there isn't a mitigation in place for this already given that it incentivizes app developers to pursue strictly less secure and less private authentication practices.
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Activity
Aug ’25
Integrating Ads in Your Application
Can someone please guide me on the entire process of integrating ads in an IOS application using google's admob sdk? Not related to code but things related to Apple's privacy policy. Which options do need to select or specify in my app profile's privacy policy (identifier) section?
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213
Activity
Jun ’25
IDFA Not Resetting on App Reinstallation in iOS 26 Beta
Hello everyone, I've noticed some unusual behavior while debugging my application on the iOS 26 beta. My standard testing process relies on the App Tracking Transparency (ATT) authorization status being reset whenever I uninstall and reinstall my app. This is crucial for me to test the permission flow. However, on the current beta, I've observed the following: 1 I installed my app on a device running the iOS 26 beta for the first time. The ATTrackingManager.requestTrackingAuthorization dialog appeared as expected. 2 I completely uninstalled the application. 3 I then reinstalled the app. Unexpected Result: The tracking permission dialog did not appear. And more importantly, the device's advertisingIdentifier appears to have remained unchanged. This is highly unusual, as the IDFA is expected to be reset with a fresh app installation. My question: Is this an intentional change, and is there a fundamental shift in how the operating system handles the persistence of the IDFA or the authorization status? Or could this be a bug in the iOS 26 beta? Any information or confirmation on this behavior would be greatly appreciated.
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567
Activity
Sep ’25
How can my password manager app redirect users to the “AutoFill Passwords & Passkeys” settings page?
Hi all, I’m building a password manager app for iOS. The app implements an ASCredentialProviderExtension and has the entitlement com.apple.developer.authentication-services.autofill-credential-provider. From a UX perspective, I’d like to help users enable my app under: Settings → General → AutoFill & Passwords What I’ve observed: Calling UIApplication.openSettingsURLString only opens my app’s own Settings page, not the AutoFill list. Some apps (e.g. Google Authenticator) appear to redirect users directly into the AutoFill Passwords & Passkeys screen when you tap “Enable AutoFill.” 1Password goes even further: when you tap “Enable” in 1Password App, it shows a system pop-up, prompts for Face ID, and then enables 1Password as the AutoFill provider without the user ever leaving the app. Questions: Is there a public API or entitlement that allows apps to deep-link users directly to the AutoFill Passwords & Passkeys screen? Is there a supported API to programmatically request that my app be enabled as an AutoFill provider (similar to what 1Password seems to achieve)? If not, what is the recommended approach for guiding users through this flow? Thanks in advance!
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555
Activity
Aug ’25
Issue to reset "Privacy & Security" permissions
Hello, I am working on a script to update an application which bundle ID changed. Only the bundle ID was modified; all other aspects remain unchanged. This application requires access to "Screen & System Audio Recording" permissions, which are currently granted to the old bundle ID. The script performs the following steps: launchctl bootout gui/$(id -u) /Library/LaunchAgents/com.my_agent_1.plist pkgutil --forget com.my_agent_1 tccutil reset All com.my_agent_1 rm /Library/LaunchAgents/com.my_agent_1.plist rm -rf </path/to/com_my_agent_1> installer -dumplog -allowUntrusted -pkg </path/to/com_my_agent_2.pkg> -target / ... When running steps #1-6 without a restart between steps #5 and #6, the old bundle ID (com.my_agent_1) remains visible in TCC.db (verified via SQL queries). Looks like this is the reason why "com.my_agent_2" is not automatically added to the permission list (requiring manual add). Moreover, "tccutil reset All com.my_agent_1" does not work anymore, the error: tccutil: No such bundle identifier "com.my_agent_1": The operation couldn’t be completed. (OSStatus error -10814.) Is there any way to completely clear the "Privacy & Security" permissions without requiring a system restart? Thank you a lot for your help in advance!
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236
Activity
Jun ’25
App Attest Validation Nonce Not Matched
Greetings, We are struggling to implement device binding according to your documentation. We are generation a nonce value in backend like this: public static String generateNonce(int byteLength) { byte[] randomBytes = new byte[byteLength]; new SecureRandom().nextBytes(randomBytes); return Base64.getUrlEncoder().withoutPadding().encodeToString(randomBytes); } And our mobile client implement the attestation flow like this: @implementation AppAttestModule - (NSData *)sha256FromString:(NSString *)input { const char *str = [input UTF8String]; unsigned char result[CC_SHA256_DIGEST_LENGTH]; CC_SHA256(str, (CC_LONG)strlen(str), result); return [NSData dataWithBytes:result length:CC_SHA256_DIGEST_LENGTH]; } RCT_EXPORT_MODULE(); RCT_EXPORT_METHOD(generateAttestation:(NSString *)nonce resolver:(RCTPromiseResolveBlock)resolve rejecter:(RCTPromiseRejectBlock)reject) { if (@available(iOS 14.0, *)) { DCAppAttestService *service = [DCAppAttestService sharedService]; if (![service isSupported]) { reject(@"not_supported", @"App Attest is not supported on this device.", nil); return; } NSData *nonceData = [self sha256FromString:nonce]; NSUserDefaults *defaults = [NSUserDefaults standardUserDefaults]; NSString *savedKeyId = [defaults stringForKey:@"AppAttestKeyId"]; NSString *savedAttestation = [defaults stringForKey:@"AppAttestAttestationData"]; void (^resolveWithValues)(NSString *keyId, NSData *assertion, NSString *attestationB64) = ^(NSString *keyId, NSData *assertion, NSString *attestationB64) { NSString *assertionB64 = [assertion base64EncodedStringWithOptions:0]; resolve(@{ @"nonce": nonce, @"signature": assertionB64, @"deviceType": @"IOS", @"attestationData": attestationB64 ?: @"", @"keyId": keyId }); }; void (^handleAssertion)(NSString *keyId, NSString *attestationB64) = ^(NSString *keyId, NSString *attestationB64) { [service generateAssertion:keyId clientDataHash:nonceData completionHandler:^(NSData *assertion, NSError *assertError) { if (!assertion) { reject(@"assertion_error", @"Failed to generate assertion", assertError); return; } resolveWithValues(keyId, assertion, attestationB64); }]; }; if (savedKeyId && savedAttestation) { handleAssertion(savedKeyId, savedAttestation); } else { [service generateKeyWithCompletionHandler:^(NSString *keyId, NSError *keyError) { if (!keyId) { reject(@"keygen_error", @"Failed to generate key", keyError); return; } [service attestKey:keyId clientDataHash:nonceData completionHandler:^(NSData *attestation, NSError *attestError) { if (!attestation) { reject(@"attestation_error", @"Failed to generate attestation", attestError); return; } NSString *attestationB64 = [attestation base64EncodedStringWithOptions:0]; [defaults setObject:keyId forKey:@"AppAttestKeyId"]; [defaults setObject:attestationB64 forKey:@"AppAttestAttestationData"]; [defaults synchronize]; handleAssertion(keyId, attestationB64); }]; }]; } } else { reject(@"ios_version", @"App Attest requires iOS 14+", nil); } } @end For validation we are extracting the nonce from the certificate like this: private static byte[] extractNonceFromAttestationCert(X509Certificate certificate) throws IOException { byte[] extensionValue = certificate.getExtensionValue("1.2.840.113635.100.8.2"); if (Objects.isNull(extensionValue)) { throw new IllegalArgumentException("Apple App Attest nonce extension not found in certificate."); } ASN1Primitive extensionPrimitive = ASN1Primitive.fromByteArray(extensionValue); ASN1OctetString outerOctet = ASN1OctetString.getInstance(extensionPrimitive); ASN1Sequence sequence = (ASN1Sequence) ASN1Primitive.fromByteArray(outerOctet.getOctets()); ASN1TaggedObject taggedObject = (ASN1TaggedObject) sequence.getObjectAt(0); ASN1OctetString nonceOctet = ASN1OctetString.getInstance(taggedObject.getObject()); return nonceOctet.getOctets(); } And for the verification we are using this method: private OptionalMethodResult<Void> verifyNonce(X509Certificate certificate, String expectedNonce, byte[] authData) { byte[] expectedNonceHash; try { byte[] nonceBytes = MessageDigest.getInstance("SHA-256").digest(expectedNonce.getBytes()); byte[] combined = ByteBuffer.allocate(authData.length + nonceBytes.length).put(authData).put(nonceBytes).array(); expectedNonceHash = MessageDigest.getInstance("SHA-256").digest(combined); } catch (NoSuchAlgorithmException e) { log.error("Error while validations iOS attestation: {}", e.getMessage(), e); return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } byte[] actualNonceFromCert; try { actualNonceFromCert = extractNonceFromAttestationCert(certificate); } catch (Exception e) { log.error("Error while extracting nonce from certificate: {}", e.getMessage(), e); return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } if (!Arrays.equals(expectedNonceHash, actualNonceFromCert)) { return OptionalMethodResult.ofError(deviceBindError.getChallengeNotMatchedError()); } return OptionalMethodResult.empty(); } But the values did not matched. What are we doing wrong here? Thanks.
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Sep ’25