We recently upgraded OpenSSL from version 1.1.1 to 3.4.0. After this upgrade, we observed that PKCS#12 files generated using OpenSSL 3.4.0 fail to import into the macOS Keychain with the following error: Failed to import PKCS#12 data: -25264 (MAC verification failed during PKCS12 import (wrong password?)) This issue is reproducible on macOS 14.8.2. The same PKCS#12 files import successfully on other macOS versions, including 15.x and 26.x. Additionally, PKCS#12 files that fail to import on macOS 14.8 work correctly when copied and imported on other macOS versions without any errors. PKCS#12 Creation The PKCS#12 data is created using the following OpenSSL API: const char* platformPKCS12SecureKey = _platformSecureKey.has_value() ? _platformSecureKey.value().c_str() : NULL; PKCS12* p12 = PKCS12_create( platformPKCS12SecureKey, NULL, keys, _cert, NULL, 0, 0, 0, 0, 0 ); if (!p12) { throw std::runtime_error("Failed to create PKCS#12 container"); } PKCS#12 Import The generated PKCS#12 data is imported into the macOS Keychain using the following code: NSString *certPassKey = [NSString stringWithUTF8String:getCertPassKey()]; NSDictionary *options = @{ (__bridge id)kSecImportExportPassphrase: certPassKey, (__bridge id)kSecAttrAccessible: (__bridge id)kSecAttrAccessibleAfterFirstUnlockThisDeviceOnly, (__bridge id)kSecAttrIsExtractable: @YES, (__bridge id)kSecAttrIsPermanent: @YES, (__bridge id)kSecAttrAccessGroup: APP_GROUP }; CFArrayRef items = NULL; OSStatus status = SecPKCS12Import( (__bridge CFDataRef)pkcs12Data, (__bridge CFDictionaryRef)options, &items );

We are facing an issue with Keychain sharing across our apps after our Team ID was updated. Below are the steps we have already tried and the current observations: Steps we have performed so far: After our Team ID changed, we opened and re-saved all the provisioning profiles. We created a Keychain Access Group: xxxx.net.soti.mobicontrol (net.soti.mobicontrol is one bundle id of one of the app) and added it to the entitlements of all related apps. We are saving and reading certificates using this access group only. Below is a sample code snippet we are using for the query: [genericPasswordQuery setObject:(id)kSecClassGenericPassword forKey:(id)kSecClass]; [genericPasswordQuery setObject:identifier forKey:(id)kSecAttrGeneric]; [genericPasswordQuery setObject:accessGroup forKey:(id)kSecAttrAccessGroup]; [genericPasswordQuery setObject:(id)kSecMatchLimitOne forKey:(id)kSecMatchLimit]; [genericPasswordQuery setObject:(id)kCFBooleanTrue forKey:(id)kSecReturnAttributes]; Issues we are facing: Keychain items are not being shared consistently across apps. We receive different errors at different times: Sometimes errSecDuplicateItem (-25299), even when there is no item in the Keychain. Sometimes it works in a debug build but fails in Ad Hoc / TestFlight builds. The behavior is inconsistent and unpredictable. Expectation / Clarification Needed from Apple: Are we missing any additional configuration steps after the Team ID update? Is there a known issue with Keychain Access Groups not working correctly in certain build types (Debug vs AdHoc/TestFlight)? Guidance on why we are intermittently getting -25299 and how to properly reset/re-add items in the Keychain. Any additional entitlement / provisioning profile configuration that we should double-check. Request you to please raise a support ticket with Apple Developer Technical Support including the above details, so that we can get guidance on the correct setup and resolve this issue.

Hello! I do know apple does not support electron, but I do not think this is an electron related issue, rather something I am doing wrong. I'd be curious to find out why the keychain login is happenning after my app has been signed with the bundleid, entitlements, and provision profile. Before using the provision profile I did not have this issue, but it is needed for assessments feature. I'm trying to ship an Electron / macOS desktop app that must run inside Automatic Assessment Configuration. The build signs and notarizes successfully, and assessment mode itself starts on Apple-arm64 machines, but every single launch shows the system dialog that asks to allow access to the "login" keychain. The dialog appears on totally fresh user accounts, so it's not tied to anything I store there. It has happened ever since I have added the provision profile to the electron builder to finally test assessment out. entitlements.inherit.plist keys <key>com.apple.security.cs.allow-jit</key> <true/> <key>com.apple.security.cs.allow-unsigned-executable-memory</key> <true/> entitlements.plist keys: <key>com.apple.security.cs.allow-jit</key> <true/> <key>com.apple.security.cs.allow-unsigned-executable-memory</key> <true/> <key>com.apple.developer.automatic-assessment-configuration</key> <true/> I'm honestly not sure whether the keychain is expected, but I have tried a lot of entitlement combinations to get rid of It. Electron builder is doing the signing, and we manually use the notary tool to notarize but probably irrelevant. mac: { notarize: false, target: 'dir', entitlements: 'buildResources/entitlements.mac.plist', provisioningProfile: 'buildResources/xyu.provisionprofile', entitlementsInherit: 'buildResources/entitlements.mac.inherit.plist', Any lead is welcome!

I’m implementing a custom Authorization right with the following rule: <key>authenticate-user</key> <true/> <key>allow-root</key> <true/> <key>class</key> <string>user</string> <key>group</key> <string>admin</string> The currently logged-in user is a standard user, and I’ve created a hidden admin account, e.g. _hiddenadmin, which has UID≠0 but belongs to the admin group. From my Authorization Plug-in, I would like to programmatically satisfy this right using _hiddenadmin’s credentials, even though _hiddenadmin is not the logged-in user. My question: Is there a way to programmatically satisfy an authenticate-user right from an Authorization Plug-in using credentials of another (non-session) user?

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 encountering an unexpected Keychain behavior in a production environment and would like to confirm whether this is expected or if I’m missing something. In my app, I store a deviceId in the Keychain based on the classic KeychainItemWrapper implementation. I extended it by explicitly setting: kSecAttrAccessible = kSecAttrAccessibleAfterFirstUnlock My understanding is that kSecAttrAccessibleAfterFirstUnlock should allow Keychain access while the app is running in the background, as long as the device has been unlocked at least once after reboot. However, after the app went live, I observed that when the app performs background execution (e.g., triggered by background tasks / silent push), Keychain read attempts intermittently fail with: errSecInteractionNotAllowed (-25308) This seems inconsistent with the documented behavior of kSecAttrAccessibleAfterFirstUnlock. Additional context: The issue never occurs in foreground. The issue does not appear on development devices. User devices are not freshly rebooted when this happens. The Keychain item is created successfully; only background reads fail. Setting the accessibility to kSecAttrAccessibleAfterFirstUnlockThisDeviceOnly produces the same result. Questions: Under what circumstances can kSecAttrAccessibleAfterFirstUnlock still cause a -25308 error? Is there any known restriction when accessing Keychain while the app is running in background execution contexts? Could certain system states (Low Power Mode, Background App Refresh conditions, device lock state, etc.) cause Keychain reads to be blocked unexpectedly? Any insights or similar experiences would be greatly appreciated. Thank you!

In our mobile we are using UUID as a device identifier . With this ID we using certain function like Primary device and secondary devices .
Primary device has more control to the app other than secondary device .
In our case user is getting new iPhone and the apps related data are moved to new device from old device from clone option.

While moving the keychain data is also moved , which is causing the new device also has same UUID and the customer are using both the devices in some cases ,

So both devices are considered as primary in our app .
Is there any way to identify the device is cloned ,

Needed suggestion

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.

We are interested in using a hardware-bound key in a launch daemon. In a previous post, Quinn explicitly told me this is not possible to use an SE keypair outside of the system context and my reading of the Apple documentation also supports that. That said, we have gotten the following key-creation and persistence flow to work, so we have some questions as to how this fits in with the above. (1) In a launch daemon (running thus as root), we do: let key = SecureEnclave.P256.Signing.PrivateKey() (2) We then use key.dataRepresentation to store a reference to the key in the system keychain as a kSecClassGenericPassword. (3) When we want to use the key, we fetch the data representation from system keychain and we "rehydrate" the key using: SecureEnclave.P256.Signing.PrivateKey(dataRepresentation: data) (4) We then use the output of the above to sign whatever we want. My questions: in the above flow, are we actually getting a hardware-bound key from the Secure Enclave or is this working because it's actually defaulting to a non-hardware-backed key? if it is an SE key, is it that the Apple documentation stating that you can only use the SE with the Data Protection Keychain in the user context is outdated (or wrong)? does the above work, but is not an approach sanctioned by Apple? Any feedback on this would be greatly appreciated.

While working with Platform SSO on macOS, I’m trying to better understand how the system handles cases where a user’s local account password becomes unsynchronized with their Identity Provider (IdP) password—for example, when the device is offline during a password change. My assumption is that macOS may store some form of persistent token during the Platform SSO user registration process (such as a certificate or similar credential), and that this token could allow the system to unlock the user’s login keychain even if the local password no longer matches the IdP password. I’m hoping to get clarification on the following: Does macOS actually use a persistent token to unlock the login keychain when the local account password is out of sync with the IdP password? If so, how is that mechanism designed to work? If such a capability exists, is it something developers can leverage to enable a true passwordless authentication experience at the login window and lock screen (i.e., avoiding the need for a local password fallback)? I’m trying to confirm what macOS officially supports so I can understand whether passwordless login is achievable using the persistent-token approach. Thanks in advance for any clarification.

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?

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!

I am working on implementing mTLS authentication in my iOS app (Apple Inhouse &amp; 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 &gt; Device Management &gt; 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?) -&gt; 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, &amp;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() }

Dear Apple Developer Technical Support, We are currently following the official Apple documentation “TN3159: Migrating Sign in with Apple users for an app transfer” to carry out a Sign in with Apple user migration after successfully transferring several apps to a new developer account. Here is a summary of our situation: Under the original Apple developer account, we had five apps using Sign in with Apple, grouped under a shared primary app using App Grouping. Recently, we transferred three of these apps to our new Apple developer account via App Store Connect. After the transfer, these three apps are no longer associated with the original primary App ID. We reconfigured individual Services IDs for each app in the new account and enabled Sign in with Apple for each. More than 24 hours have passed since the app transfer was completed. Now we are attempting to follow the migration process to restore user access via the user.migration flow. Specifically, we are using the following script to request an Apple access token: url = "https://appleid.apple.com/auth/token" headers = {"Content-Type": "application/x-www-form-urlencoded"} data = { "grant_type": "client_credentials", "scope": "user.migration", "client_id": "com.game.friends.ios.toptop.sea", # New Services ID in the new account "client_secret": "<JWT signed with new p8 key>" } response = requests.post(url, headers=headers, data=data) However, the API response consistently returns: { "error": "invalid_client" } We have verified that the following configurations are correct: The client_secret is generated using the p8 key from the new account, signed with ES256 and correct key_id, team_id, and client_id. The client_id corresponds to the Services ID created in the new account and properly associated with the migrated app. The scope is set to user.migration. The JWT payload contains correct iss, sub, and aud values as per Apple documentation. The app has been fully transferred and reconfigured more than 24 hours ago. Problem Summary & Request for Support: According to Apple’s official documentation: “After an app is transferred, Apple updates the Sign in with Apple configuration in the background. This can take up to 24 hours. During this time, attempts to authenticate users or validate tokens may fail.” However, we are still consistently receiving invalid_client errors after the 24-hour waiting period. We suspect one of the following issues: The transferred apps may still be partially associated with the original App Grouping or primary App ID. Some Sign in with Apple configuration in Apple’s backend may not have been fully updated after the transfer. Or the Services ID is not yet fully operational for the transferred apps in the new account. We kindly request your assistance to: Verify whether the transferred apps have been completely detached from the original App Grouping and primary App ID. Confirm whether the new Services IDs under the new account are fully functional and eligible for Sign in with Apple with user.migration scope. Help identify any remaining configuration or migration issues that may cause the invalid_client error. If necessary, assist in manually ungrouping or clearing any residual App Grouping relationships affecting the new environment. We have also generated and retained the original transfer_sub identifiers and are fully prepared to complete the sub mapping once the user.migration flow becomes functional. Thank you very much for your time and support!

With Let's Encrypt having completely dropped support for OCSP recently [1], I wanted to ask if macOS has a means of keeping up to date with their CRLs and if so, roughly how often this occurs? I first observed an issue where a revoked-certificate test site, "revoked.badssl.com" (cert signed by Let's Encrypt), was not getting blocked on any browser, when a revocation policy was set up using the SecPolicyCreateRevocation API, in tandem with the kSecRevocationUseAnyAvailableMethod and kSecRevocationPreferCRL flags. After further investigation, I noticed that even on a fresh install of macOS, Safari does not block this test website, while Chrome and Firefox (usually) do, due to its revoked certificate. Chrome and Firefox both have their own means of dealing with CRLs, while I assume Safari uses the system Keychain and APIs. I checked cert info for the site here [2]. It was issued on 2025-07-01 20:00 and revoked an hour later. [1] https://letsencrypt.org/2024/12/05/ending-ocsp/ [2] https://www.ssllabs.com/ssltest/analyze.html?d=revoked.badssl.com

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

Since October 3rd, I've stopped receiving responses to the Private Access Tokens challenge. I'm using this link: https://demo-issuer.private-access-tokens.fastly.com/.well-known/token-issuer-directory. I receive tokens from Fastly and return a header to the iOS app, but then I don't receive another authentication request from iOS. The user has automatic verification enabled on their phone. The problem is global and affects all my mobile app users. Has anyone encountered a similar problem and found a solution?

I read online that there is no way to extract the call log from an iPhone. I want to develop an app to help people remember to call their mom, and if they did, the "nagging" would disappear automatically. I'm looking for any workaround to know when a user called someone, without having them log it manually.

Hello, We’ve resumed the migration process after a break. Since my colleague is no longer with us, I had to go through the steps again myself. As before, we’re trying to migrate "Sign In with Apple" users from tenant TENANT_A with client_id=CLIENT_ID_A to tenant TENANT_B with client_id=CLIENT_ID_B I followed the procedure described here: [Apple Developer Documentation](https://developer.apple.com/documentation/technotes/tn3159-migrating-sign-in-with-apple-users-for-an-app-transfer – Migrating Sign In with Apple Users, essentially repeating what my coworker previously attempted in coordination with your employee Stephanie. Here’s a summary of the steps and the issue we’re facing: STEP 1 - get authcode for TEAM A curl --location 'https://appleid.apple.com/auth/token' --header 'Content-Type: application/x-www-form-urlencoded' --data-urlencode 'grant_type=client_credentials' --data-urlencode 'scope=user.migration' --data-urlencode 'client_id=pl.CLIEND_ID_A' --data-urlencode 'client_secret=<TEAM_A_SECRET>' I receive response: { "access_token": "<ACCESS_TOKEN_TEAM_A>", "token_type": "Bearer", "expires_in": 3600 } STEP 2 - get authcode for TEAB B curl --location 'https://appleid.apple.com/auth/token' --header 'Content-Type: application/x-www-form-urlencoded' --data-urlencode 'grant_type=client_credentials' --data-urlencode 'scope=user.migration' --data-urlencode 'client_id=CLIENT_ID_B' --data-urlencode 'client_secret=<TEAB_B_SECRET>' I receive response: { "access_token":"<ACCESS_TOKEN_TEAB_B>", "token_type": "Bearer", "expires_in": 3600 } STEP 3 - get transfer_sub from TEAM A curl --location 'https://appleid.apple.com/auth/usermigrationinfo' --header 'Authorization: Bearer <ACCESS_TOKEN_TEAM_A>' --header 'Content-Type: application/x-www-form-urlencoded' --data-urlencode 'client_id=CLIENT_ID_A' --data-urlencode 'client_secret=<TEAM_A_SECRET>' --data-urlencode 'sub=USER_SUB_FROM_TEAM_A' --data-urlencode 'target=TENANT_B' I receive response: { "transfer_sub": "USER_SUB_FROM_TEAM_B" } STEP 4 - Team B exchanges transfer identifers curl --location 'https://appleid.apple.com/auth/usermigrationinfo' --header 'Authorization: Bearer <ACCESS_TOKEN_TEAM_B' --header 'Content-Type: application/x-www-form-urlencoded' --data-urlencode 'client_id=CLIENT_ID_B' --data-urlencode 'client_secret=<TEAM_B_SECRET>' I receive response: { "error": "invalid_request" } We’ve created a new client_id under tenant B and want to migrate users there. However, we skipped the step described in Step 3 of the documentation(https://developer.apple.com/documentation/technotes/tn3159-migrating-sign-in-with-apple-users-for-an-app-transfer#3-Team-A-initiates-app-transfer-to-Team-B), which involves initiating an app transfer. The reason is that this client_id is used solely for web authentication, not for a mobile app, so we don’t have an app to transfer. Based on our analysis and your documentation, it seems this flow only works if the client_id matches across both tenants, which can only be achieved through an app transfer, something we cannot proceed with. Apple previously insisted that we migrate these users, but as shown above, we’re stuck. Is there any alternative flow available, or can you assist us in completing this migration?

I have a custom NSWindow that I want to exclude from screen capture by setting its sharing state to kCGWindowSharingStateSharingNone. The goal is to prevent this window from appearing in the content captured by ScreenCaptureKit. [window setSharingType:NSWindowSharingType::NSWindowSharingNone]; However, on macOS 15.4+ (Sequoia), the window is still captured by ScreenCaptureKit and appears in the shared content. Does anyone know if kCGWindowSharingStateSharingNone is still effective with ScreenCaptureKit on macOS 15.4 and later?