I am working on implementing mTLS authentication in my iOS app (Apple Inhouse & intune MAM managed app). The SCEP client certificate is deployed on the device via Intune MDM. When I try accessing the protected endpoint via SFSafariViewController/ASWebAuthenticationSession, the certificate picker appears and the request succeeds. However, from within my app (using URLSessionDelegate), the certificate is not found (errSecItemNotFound).
The didReceive challenge method is called, but my SCEP certificate is not found in the app. The certificate is visible under Settings > Device Management > SCEP Certificate.
How can I make my iOS app access and use the SCEP certificate (installed via Intune MDM) for mTLS requests?
Do I need a special entitlement, keychain access group, or configuration in Intune or Developer account to allow my app to use the certificate?
Here is the sample code I am using:
final class KeychainCertificateDelegate: NSObject, URLSessionDelegate {
func urlSession(_ session: URLSession,
didReceive challenge: URLAuthenticationChallenge,
completionHandler: @escaping (URLSession.AuthChallengeDisposition, URLCredential?) -> Void) {
guard challenge.protectionSpace.authenticationMethod == NSURLAuthenticationMethodClientCertificate else {
completionHandler(.performDefaultHandling, nil)
return
}
// Get the DNs the server will accept
guard let expectedDNs = challenge.protectionSpace.distinguishedNames else {
completionHandler(.cancelAuthenticationChallenge, nil)
return
}
var identityRefs: CFTypeRef? = nil
let err = SecItemCopyMatching([
kSecClass: kSecClassIdentity,
kSecMatchLimit: kSecMatchLimitAll,
kSecMatchIssuers: expectedDNs,
kSecReturnRef: true,
] as NSDictionary, &identityRefs)
if err != errSecSuccess {
completionHandler(.cancelAuthenticationChallenge, nil)
return
}
guard let identities = identityRefs as? [SecIdentity],
let identity = identities.first
else {
print("Identity list is empty")
completionHandler(.cancelAuthenticationChallenge, nil)
return
}
let credential = URLCredential(identity: identity, certificates: nil, persistence: .forSession)
completionHandler(.useCredential, credential)
}
}
func perform_mTLSRequest() {
guard let url = URL(string: "https://sample.com/api/endpoint") else {
return
}
var request = URLRequest(url: url)
request.httpMethod = "POST"
request.setValue("application/json", forHTTPHeaderField: "Accept")
request.setValue("Bearer \(bearerToken)", forHTTPHeaderField: "Authorization")
let delegate = KeychainCertificateDelegate()
let session = URLSession(configuration: .ephemeral, delegate: delegate, delegateQueue: nil)
let task = session.dataTask(with: request) { data, response, error in
guard let httpResponse = response as? HTTPURLResponse, (200...299).contains(httpResponse.statusCode) else {
print("Bad response")
return
}
if let data = data {
print(String(data: data, encoding: .utf8)!)
}
}
task.resume()
}
General
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Using the simplified sign-in with tvOS and a third party password manager, I receive a complete ASPasswordCredential, and I can easily log into my app. When I do the same thing but with Apple's password manager as the source, I receive an ASPasswordCredential that includes the email address, but the password is an empty string.
I have tried deleting the credentials from Apple Passwords and regenerating them with a new login to the app's website. I have tried restarting my iPhone.
Is this the expected behavior? How should I be getting a password from Apple's Password app with an ASAuthorizationPasswordRequest?
I am developing a macOS application (targeting macOS 13 and later) that is non-sandboxed and needs to install and trust a root certificate by adding it to the System keychain programmatically.
I’m fine with prompting the user for admin privileges or password, if needed.
So far, I have attempted to execute the following command programmatically from both:
A user-level process
A root-level process
sudo security add-trusted-cert -d -r trustRoot -k /Library/Keychains/System.keychain /path/to/cert.pem
While the certificate does get installed, it does not appear as trusted in the Keychain Access app.
One more point:
The app is not distributed via MDM.
App will be distributed out side the app store.
Questions:
What is the correct way to programmatically install and trust a root certificate in the System keychain?
Does this require additional entitlements, signing, or profile configurations?
Is it possible outside of MDM management?
Any guidance or working samples would be greatly appreciated.
Can you please give me a hand with importing certificates under MacOS?
I want to connect to Wi-Fi with 802.1X authentication (EAP-TLS) using a certificate that my homebrew application imported into my data protection keychain, but the imported certificate does not show up and I cannot select the certificate.
It also does not show up in the Keychain Access app.
One method I have tried is to import it into the data protection keychain by using the SecItemAdd function and setting kSecUseDataProtectionKeychain to true, but it does not work.
Is there a better way to do this?
ID:
for id in identities {
let identityParams: [String: Any] = [
kSecValueRef as String: id,
kSecReturnPersistentRef as String: true,
kSecUseDataProtectionKeychain as String: true
]
let addIdentityStatus = SecItemAdd(identityParams as CFDictionary, nil)
if addIdentityStatus == errSecSuccess {
print("Successfully added the ID.: \(addIdentityStatus)")
} else {
print("Failed to add the ID.: \(addIdentityStatus)")
}
}
Certificate:
for cert in certificates {
let certParams: [String: Any] = [
kSecValueRef as String: cert,
kSecReturnPersistentRef as String: true,
kSecUseDataProtectionKeychain as String: true
]
let addCertStatus = SecItemAdd(certParams as CFDictionary, nil)
if addCertStatus == errSecSuccess {
print("Successfully added the certificate.: (\(addCertStatus))")
} else {
print("Failed to add the certificate.: (\(addCertStatus))")
}
}
Private key:
for privateKey in keys {
let keyTag = UUID().uuidString.data(using: .utf8)!
let keyParams: [String: Any] = [
kSecAttrApplicationTag as String: keyTag,
kSecValueRef as String: privateKey,
kSecReturnPersistentRef as String: true,
kSecUseDataProtectionKeychain as String: true
]
let addKeyStatus = SecItemAdd(keyParams as CFDictionary, nil)
if addKeyStatus == errSecSuccess {
print("Successfully added the private key.: \(addKeyStatus)")
} else {
print("Failed to add the private key.: \(addKeyStatus)")
}
}
I'm writing an app on macOS that stores passwords in the Keychain and later retrieves them using SecItemCopyMatching(). This works fine 90% of the time. However, occasionally, the call to SecItemCopyMatching() fails with errSecAuthFailed (-25293). When this occurs, simply restarting the app resolves the issue; otherwise, it will consistently fail with errSecAuthFailed.
What I suspect is that the Keychain access permission has a time limitation for a process. This issue always seems to arise when I keep my app running for an extended period.
I have my custom Authplugin implemented at login (system.login.console), and I want to remove password requirement validation/authentication from system.login.console authorization right. Do you see any functionality loss in completely removing password need at login. And is there any reference which can help me here to acheive this?
Testing my security agent plugin on Tahoe and find that when unlocking the screen, I now get an extra window that pops up over the SFAuthorizationPluginView that says "macOS You must enter a password to unlock the screen" with a Cancel (enabled) and OK button (disabled). See the attached photo. This is new with Tahoe.
When unlocking the screen, I see the standard username and password entry view and I enter my password and click OK. That is when this new view appears. I can only click cancel so there is no way to complete authenticating.
Hi everyone,
I'm experiencing an intermittent issue with Keychain data loss on the latest iOS Beta 2. In about 7% of cases, users report that previously saved Keychain items are missing when the app is relaunched — either after a cold start or simply after being killed and reopened.
Here are the key observations:
The issue occurs sporadically, mostly once per affected user, but in 3 cases it has happened 4 times.
No explicit deletion is triggered from the app.
No system logs or error messages from Apple indicate any Keychain-related actions.
The app attempts to access Keychain items, but they are no longer available.
This behavior is inconsistent with previous iOS versions and is not reproducible in development environments.
This raises concerns about:
Whether this is a bug in the beta or an intentional change in Keychain behavior.
Whether this could affect production apps when the final iOS version is released.
The lack of any warning or documentation from Apple regarding this behavior.
Has anyone else encountered similar issues? Any insights, workarounds, or official clarification would be greatly appreciated.
Thanks!
Topic:
Privacy & Security
SubTopic:
General
We are working with an iOS app where we have enabled the “Generate Debug Symbols” setting to true in Xcode. As a result, the .dSYM files are generated and utilized in Firebase Crashlytics for crash reporting.
However, we received a note in our Vulnerability Assessment report indicating a potential security concern. The report mentions that the .ipa file could be reverse-engineered due to the presence of debug symbols, and that such symbols should not be included in a released app. We could not find any security-related information about this flag, “Generate Debug Symbols,” in Apple’s documentation.
Could you please clarify if enabling the “Generate Debug Symbols” flag in Xcode for a production app creates any security vulnerabilities, such as the one described in the report?
The report mentions the following vulnerability: TEST-0219: Testing for Debugging Symbols
The concern raised is that debugging symbols, while useful for crash symbolication, may be leveraged to reverse-engineer the app and should not be present in a production release.
Your prompt confirmation on this matter would be greatly appreciated. Thank you in advance for your assistance.
I’d like to confirm something regarding the hosting of the apple-app-site-association (AASA) file.
We have a server that publicly hosts the AASA file and is accessible globally. However, this server sits behind an additional security layer (a security server/reverse proxy).
My question is:
Will this security layer affect Apple’s ability to access and validate the AASA file for Universal Links or App Clips?
Are there specific requirements (e.g. headers, redirects, TLS versions, etc.) that we need to ensure the security server does not block or modify?
Any guidance or best practices would be appreciated.
Thanks!
I have 2 basic questions related to Launch Constraints:
[Q1] Are Launch Constraints supposed to work when SIP is disabled?
From what I'm observing, when SIP is disabled, Launch Constraints (e.g. Launch Constraint Parent Process) are not enforced. I can understand that. But it's a bit confusing considering that the stack diagram in the WWDC 2023 session is placing the 'Environment Constraints' block under SIP, not above.
Also the documentation only mentions SIP for the 'is-sip-protected' fact.
[Q2] Is the SpawnConstraint key in legacy launchd plist files (i.e. inside /Library/Launch(Agents|Daemons)) officially supported?
From what I'm seeing, it seems to be working when SIP is enabled. But the WWDC session and the documentation don't really talk about this case.
I am new to swift development, and it's possible that I'm missing something fundamental/obvious. If so, I apologize in advance. My team is developing an application for iPadOS using SwiftUI, and I'm trying to accomplish something similar to what the original inquirer is asking for in this thread: https://developer.apple.com/forums/thread/725152. The only difference is that I'm trying to use a PIV smart card to achieve authentication to a server rather than digitally sign a document.
Unfortunately, I'm getting stuck when attempting to run the list() function provided in the accepted answer to the post mentioned above. When attempting to call SecItemCopyMatching(), I'm getting a -34018 missing entitlement error. I've attempted to add the com.apple.token to my app's keychain-access-groups entitlements, but this does not resolve the issue. I have checked the entitlements in my built app, per the recommendation in the troubleshooting guide here: https://developer.apple.com/forums/thread/114456. The entitlement for com.apple.token is indeed present in the plist. Based on other documentation I've read, however, it seems that the explicit declaration of com.apple.token should not even be required in the entitlements.
Is there something obvious that I'm missing here that would prevent my app from accessing the token access group?
Hello,
I have an application which uses a helper[1] to download[2] files. When files download is a DMG and user mounts the image to run the application from this DMG it doesn't pass Gatekeeper. It presents the "Application XYZ.app can't be opened.".
Same file downloaded via Safari shows a different dialog, the "XYZ.app is an app downloaded from the internet. Are you sure you want to open it?"
In the system log I see this line:
exec of /Volumes/SampleApp/SampleApp.app/Contents/MacOS/SampleApp denied since it was quarantined by Download\x20Helper and created without user consent, qtn-flags was 0x00000187
The application is running sandboxed and hardened, the main application has com.apple.security.files.downloads.read-write entitlement. Everything is signed by DeveloperID and passes all checks[3].
I tried to check the responsible process[4] of the helper. Then trivial stuff like download folder access in System Settings/Privacy & Security/Files & Folders. Everything seems to be fine.
For what it worths the value of quarantine attribute is following:
com.apple.quarantine: 0087;6723b80e;My App;
The Safari downloaded one posses:
com.apple.quarantine: 0083;6723b9fa;Safari;02162070-2561-42BE-B30B-19A0E94FE7CA
Also tried a few more ways and got to 0081 with Edge and 0082 with a sample app with similar setup. Not sure if that has any meaning.
What could I be doing wrong that Gatekeeper right away refuses to run the application from DMG instead of showing the dialog like in other cases?
[1] The executable is in application bundle located in Contents/Helpers/DownloadHelper.app in the main application bundle.
[2] Nothing fancy, curl + regular POSIX file operations
[3] codesign, syspolicy_check, spctl
[4] launchctl procinfo pid
We have a macOS app that has a Photos Extension, which shares documents with the app via an app group container. Historically we used to have an iOS-style group identifier (group.${TeamIdentifier}${groupName}), because we were lead by the web interface in the developer portal to believe this to be the right way to name groups.
Later with the first macOS 15 betas last year there was a bug with the operating system warning users, our app would access data from different apps, but it was our own app group container directory.
Therefore we added a macOS-style group identifier (${TeamIdentifier}${groupName}) and wrote a migration of documents to the new group container directory.
So basically we need to have access to these two app group containers for the foreseeable future.
Now with the introduction of iOS-style group identifiers for macOS, Xcode Cloud no longer archives our app for TestFlight or AppStore, because it complains:
ITMS-90286: Invalid code signing entitlements - Your application bundle’s signature contains code signing entitlements that aren’t supported on macOS. Specifically, the “[group.${TeamIdentifier}${groupName}, ${TeamIdentifier}${groupName}]” value for the com.apple.security.application-groups key in isn’t supported. This value should be a string or an array of strings, where each string is the “group” value or your Team ID, followed by a dot (“.”), followed by the group name. If you're using the “group” prefix, verify that the provisioning profile used to sign the app contains the com.apple.security.application-groups entitlement and its associated value(s).
We have included the iOS-style group identifier in the provisioning profile, generated automatically, but can't do the same for the macOS-style group identifier, because the web interface only accepts identifiers starting with "group".
How can we get Xcode Cloud to archive our app again using both group identifiers?
Thanks in advance
Due to business requirements, we need to transfer our app Gem Space for iOS from our current Apple Developer account to a new account.
We have a major concern regarding our users and the data associated with the app.
The user data is currently stored using an App Group with the identifier, for example: "group.com.app.sharedData"
According to some information we’ve found, it might be possible to complete the transfer by removing the App Group from the old account and creating a new one with the same identifier in the new account.
However, other sources suggest that App Group containers are owned by the specific team, and data stored in the container may become inaccessible after the app is transferred to a different team. This raises concerns about the possibility of users losing access to their data after updating the app from the new account.
Could you please clarify the expected behavior of App Groups in this case?
Do we need to perform any kind of data migration, and if so, could you please provide detailed guidance on how to do it safely and without impacting user data access?
Topic:
Privacy & Security
SubTopic:
General
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?
Hi,
I develop a Mac application, initially on Catalina/Xcode12, but I recently upgrade to Monterey/Xcode13. I'm about to publish a new version: on Monterey all works as expected, but when I try the app on Sequoia, as a last step before uploading to the App Store, I encountered some weird security issues:
The main symptom is that it's no longer possible to save any file from the app using the Save panel, although the User Select File entitlement is set to Read/Write.
I've tried reinstalling different versions of the app, including the most recent downloaded from TestFlight. But, whatever the version, any try to save using the panel (e.g. on the desktop) results in a warning telling that I don't have authorization to record the file to that folder.
Moreover, when I type spctl -a -t exec -v /Applications/***.app in the terminal, it returns rejected, even when the application has been installed by TestFlight.
An EtreCheck report tells that my app is not signed, while codesign -dv /Applications/***.app returns a valid signature. I'm lost...
It suspect a Gate Keeper problem, but I cannot found any info on the web about how this system could be reset. I tried sudo spctl --reset-default, but it returns This operation is no longer supported...
I wonder if these symptoms depend on how the app is archived and could be propagated to my final users, or just related to a corrupted install of Sequoia on my local machine. My feeling is that a signature problem should have been detected by the archive validation, but how could we be sure?
Any idea would be greatly appreciated, thanks!
Quinn, you've often suggested that to validate the other side of an XPC connection, we should use the audit token. But that's not available from the XPC object, whereas the PID is. So everyone uses the PID.
While looking for something completely unrelated, I found this in the SecCode.h file
OSStatus SecCodeCreateWithXPCMessage(xpc_object_t message, SecCSFlags flags,
SecCodeRef * __nonnull CF_RETURNS_RETAINED target);
Would this be the preferred way to do this now? At least from 11.0 and up.
Like I said, I was looking for something completely unrelated and found this and don't have the cycles right now to try it. But it looks promising from the description and I wanted to check in with you about it in case you can say yes or no before I get a chance to test it.
Thanks
I was basically saving items into the Keychain with the following query dictionary:
let query: [String: Any] = [
kSecClass as String: kSecClassGenericPassword,
kSecAttrAccount as String: key,
kSecValueData as String: value,
kSecAttrAccessible as String: kSecAttrAccessibleAfterFirstUnlock
]
Where key is a String value and value is a Data that used to be a String.
I was getting the following error:
code: -25299
description: The specified item already exists in the keychain
After a lot of digging in I saw that I needed to add kSecAttrService to the dictionary and after that it all started working. The service value is a String value.
let query: [String: Any] = [
kSecClass as String: kSecClassGenericPassword,
kSecAttrService as String: service,
kSecAttrAccount as String: key,
kSecValueData as String: value,
kSecAttrAccessible as String: kSecAttrAccessibleAfterFirstUnlock
]
These were the articles that suggested adding the kSecAttrService parameter:
https://stackoverflow.com/a/11672200
https://stackoverflow.com/a/58233542
But in the same code base I found that other developers were saving using a dictionary similar to the one I first provided and it works:
var query: [String : Any] = [
kSecClass as String : kSecClassGenericPassword as String,
kSecAttrAccount as String : key,
kSecValueData as String : data
]
I don't know how to explain why my first implementation didn't work even though it was similar to what was already in the code base but the second approach worked well.
Regardless of the query dictionary, this is how I'm saving things:
static func save(value: Data, key: String, service: String) -> KeyChainOperationStatus {
logInfo("Save Value - started, key: \(key), service: \(service)")
let query: [String: Any] = [
kSecClass as String: kSecClassGenericPassword,
kSecAttrService as String: service,
kSecAttrAccount as String: key,
kSecValueData as String: value,
kSecAttrAccessible as String: kSecAttrAccessibleAfterFirstUnlock
]
// Remove any existing key
let cleanUpStatus = SecItemDelete(query as CFDictionary)
let cleanUpStatusDescription = SecCopyErrorMessageString(cleanUpStatus, nil)?.asString ?? "__cleanup_status_unavailable"
logInfo("Save Value - cleanup status: \(cleanUpStatus), description: \(cleanUpStatusDescription)")
guard cleanUpStatus == errSecSuccess || cleanUpStatus == errSecItemNotFound else {
logError("Save Value - Failed cleaning up KeyChain")
return .cleanupFailed(code: cleanUpStatus)
}
// Add the new key
let saveStatus = SecItemAdd(query as CFDictionary, nil)
let saveStatusDescription = SecCopyErrorMessageString(saveStatus, nil)?.asString ?? "__save_status_unavailable"
logInfo("Save Value - save status [\(saveStatus)] : \(saveStatusDescription)")
guard saveStatus == errSecSuccess else {
logError("Save Value - Failed saving new value into KeyChain")
return .savingFailed(code: saveStatus)
}
return .successs
}
Topic:
Privacy & Security
SubTopic:
General
I requested permission to use the Family Controls entitlement two weeks ago, and I have not received a response or status update. I have been to that page where it says "Thank you! We'll get back to you soon!" so many times.