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WebView-Based Authentication in macOS Authorization Plugin
I am developing an Authorization plugin for macOS that should be invoked when a user unlocks their device from the lock screen. Based on advice from the other threads in these forums, I have understood that: The plugin needs to use SFAuthorizationPluginView The auth db entries to modify are system.login.screensaver and authenticate I found the NameAndPassword sample and after making some tweaks to it was able to get it to work from screensaver unlock. I am trying to add Webview-based authentication to the plugin, but have not had any success. The plugin window's width does not change (though the height does) and only a small portion of the HTML gets rendered. Is Webview-based authentication supported with SFAuthorizationPluginView? Are there any alternatives?
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250
Mar ’25
macOS App Keychain errSecAuthFailed after long run, restart fixes
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.
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118
Apr ’25
API: SecPKCS12Import; error code: -25264; error message: MAC verification failed during PKCS12 import (wrong password?)
Problem Statement: Pre-requisite is to generate a PKCS#12 file using openssl 3.x or above. Note: I have created a sample cert, but unable to upload it to this thread. Let me know if there is a different way I can upload. When trying to import a p12 certificate (generated using openssl 3.x) using SecPKCS12Import on MacOS (tried on Ventura, Sonoma, Sequoia). It is failing with the error code: -25264 and error message: MAC verification failed during PKCS12 import (wrong password?). I have tried importing in multiple ways through, Security Framework API (SecPKCS12Import) CLI (security import <cert_name> -k ~/Library/Keychains/login.keychain -P "<password>”) Drag and drop in to the Keychain Application All of them fail to import the p12 cert. RCA: The issues seems to be due to the difference in the MAC algorithm. The MAC algorithm used in the modern certs (by OpenSSL3 is SHA-256) which is not supported by the APPLE’s Security Framework. The keychain seems to be expecting the MAC algorithm to be SHA-1. Workaround: The current workaround is to convert the modern p12 cert to a legacy format (using openssl legacy provider which uses openssl 1.1.x consisting of insecure algorithms) which the SecPKCS12Import API understands. I have created a sample code using references from another similar thread (https://developer.apple.com/forums/thread/723242) from 2023. The steps to compile and execute the sample is mentioned in the same file. PFA the sample code by the name “pkcs12_modern_to_legacy_converter.cpp”. Also PFA a sample certificate which will help reproduce the issue by the name “modern_certificate.p12” whose password is “export”. Questions: Is there a fix on this issue? If yes, pls guide me through it; else, is it expected to be fixed in the future releases? Is there a different way to import the p12 cert which is resistant to the issue? This issue also poses a security concerns on using outdated cryptographic algorithms. Kindly share your thoughts. pkcs12_modern_to_legacy_converter.cpp
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479
Apr ’25
SecKeyCreateDecryptedDataWithParameters always fails with algo not supported
Attempting to DECRYPT a cipher message using the Apple API SecKeyCreateDecryptedData(privateKey, .rsaEncryptionOAEPSHA256, encryptedMessage). Decryption ALWAYS fails for every algorithm. SecKeyCreateDecryptedDataWithParameters Error: `Domain=NSOSStatusErrorDomain Code=-50 "algid:encrypt:RSA:OAEP:SHA256: algorithm not supported by the key <SecKeyRef:('com.yubico.Authenticator.TokenExtension:5621CDF8560D4C412030886584EC4C9E394CC376DD9738B0CCBB51924FC26EB6') 0x3007fd150>" UserInfo={numberOfErrorsDeep=0, NSDescription=algid:encrypt:RSA:OAEP:SHA256: algorithm not supported by the key <SecKeyRef:('com.yubico.Authenticator.TokenExtension:5621CDF8560D4C412030886584EC4C9E394CC376DD9738B0CCBB51924FC26EB6') 0x3007fd150>}` Decryption failed: SecKeyCreateDecryptedData returned nil. Error: One or more parameters passed to a function were not valid. When checking with SecKeyIsAlgorithmSupported(privateKey, .decrypt, <ANYalgorithm>) all algorithms fail. Btw - The privateKey does support decryption when retrieving the attributes. Important to know: The private key is a reference to an external private key placed in the iOS Keychain via a 3rd party CryptoTokenKit Extension app. When I perform, the SecKeyCreateSignature(...) and pass in the SAME privateKey reference, the OS automatically calls the 3rd party app to perform a successful signing with the private key that reside on a YubiKey. Here's my code for obtaining the private key reference from an Identity: func getKeyPairFromIdentity() -> (privateKey: SecKey, publicKey: SecKey)? { let query = NSDictionary( dictionary: [ kSecClass as String: kSecClassIdentity, kSecAttrTokenID as String: self.tokenID!, kSecReturnRef as String: kCFBooleanTrue as Any ] ) var identityRef: CFTypeRef? let status = SecItemCopyMatching(query, &identityRef) if status == errSecSuccess, let identity = identityRef { var privateKeyRef: SecKey? let keyStatus = SecIdentityCopyPrivateKey(identity as! SecIdentity, &privateKeyRef) if keyStatus == errSecSuccess, let privateKey = privateKeyRef { let publicKey = SecKeyCopyPublicKey(privateKey) if let publicKey = publicKey { print("Private and public keys extracted successfully.") return (privateKey, publicKey) } else { print("Failed to extract public key from private key.") return nil } } else { print("SecIdentityCopyPrivateKey: Private key not found error: \(keyStatus)") return nil } } else { print("SecIdentity not found or error: \(status)") return nil } }
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253
Apr ’25
SFCertificateView Memory Leak
I've been spending days trying to solve the memory leak in a small menu bar application I've wrote (SC Menu). I've used Instruments which shows the leaks and memory graph which shows unreleased allocations. This occurs when someone views a certificate on the smartcard. Basically it opens a new window and displays the certificate, the same way Keychain Access displays a certificate. Whenever I create an SFCertificateView instance and set setDetailsDisclosed(true) - a memory leak happens. Instruments highlights that line. import Cocoa import SecurityInterface class ViewCertsViewController: NSViewController { var selectedCert: SecIdentity? = nil override func viewDidLoad() { super.viewDidLoad() self.view = NSView(frame: NSRect(x: 0, y: 0, width: 500, height: 500)) self.view.wantsLayer = true var secRef: SecCertificate? = nil guard let selectedCert else { return } let certRefErr = SecIdentityCopyCertificate(selectedCert, &secRef) if certRefErr != errSecSuccess { os_log("Error getting certificate from identity: %{public}@", log: OSLog.default, type: .error, String(describing: certRefErr)) return } let scrollView = NSScrollView() scrollView.translatesAutoresizingMaskIntoConstraints = false scrollView.borderType = .lineBorder scrollView.hasHorizontalScroller = true scrollView.hasVerticalScroller = true let certView = SFCertificateView() guard let secRef = secRef else { return } certView.setCertificate(secRef) certView.setDetailsDisclosed(true) certView.setDisplayTrust(true) certView.setEditableTrust(true) certView.setDisplayDetails(true) certView.setPolicies(SecPolicyCreateBasicX509()) certView.translatesAutoresizingMaskIntoConstraints = false scrollView.documentView = certView view.addSubview(scrollView) // Layout constraints NSLayoutConstraint.activate([ scrollView.leadingAnchor.constraint(equalTo: view.leadingAnchor), scrollView.trailingAnchor.constraint(equalTo: view.trailingAnchor), scrollView.topAnchor.constraint(equalTo: view.topAnchor), scrollView.bottomAnchor.constraint(equalTo: view.bottomAnchor), // Provide certificate view a width and height constraint certView.widthAnchor.constraint(equalTo: scrollView.widthAnchor), certView.heightAnchor.constraint(greaterThanOrEqualToConstant: 500) ]) } } https://github.com/boberito/sc_menu/blob/dev_2.0/smartcard_menu/ViewCertsViewController.swift Fairly simple.
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534
Oct ’25
SecTrustEvaluateAsyncWithError() and Certificate Transparency
For testing purposes we have code that calls SecTrustEvaluateAsyncWithError() with a trust object containing a hardcoded leaf certificate and the corresponding intermediate certificate required to form a valid chain. Because the leaf certificate has since expired we pass a date in the past via SecTrustSetVerifyDate() at wich the certificate was still valid, but trust evaluation fails: Error Domain=NSOSStatusErrorDomain Code=-67825 "“<redacted>” certificate is not standards compliant" UserInfo={NSLocalizedDescription=“<redacted>” certificate is not standards compliant, NSUnderlyingError=0x600000c282a0 {Error Domain=NSOSStatusErrorDomain Code=-67825 "Certificate 0 “<redacted>” has errors: Certificate Transparency validation required for this use;" UserInfo={NSLocalizedDescription=Certificate 0 “<redacted>” has errors: Certificate Transparency validation required for this use;}}} I know that App Transport Security enforces Certificate Transparency by default, but is there a way around that here?
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515
Oct ’25
Understanding deep sleep
Hi Team, We are trying to understand deep sleep behaviour, can you please help us clarifying on the below questions: When will we configure Hibernate 25, is it valid for M series MacBooks? Is Hibernate 25 called deep sleep mode? What are the settings I need to do on Mac, to make my Mac go in to deep sleep? When awakening from deep sleep , what would be macOS system behaviour? If we have custom SFAuthorization plug in at system.login.screensaver, what would be the behaviour with deep sleep?
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746
Sep ’25
AES Decryption
Having trouble decrypting a string using an encryption key and an IV. var key: String var iv: String func decryptData(_ encryptedText: String) -> String? { if let textData = Data(base64Encoded: iv + encryptedText) { do { let sealedBox = try AES.GCM.SealedBox(combined: textData) let key = SymmetricKey(data: key.data(using: .utf8)!) let decryptedData = try AES.GCM.open(sealedBox, using: key) return String(data: decryptedData, encoding: .utf8) } catch { print("Decryption failed: \(error)") return nil } } return nil } Proper coding choices aside (I'm just trying anything at this point,) the main problem is opening the SealedBox. If I go to an online decryption site, I can paste in my encrypted text, the encryption key, and the IV as plain text and I can encrypt and decrypt just fine. But I can't seem to get the right combo in my Swift code. I don't have a "tag" even though I'm using the combined option. How can I make this work when all I will be receiving is the encrypted text, the encryption key, and the IV. (the encryption key is 256 bits) Try an AES site with a key of 32 digits and an IV of 16 digits and text of your choice. Use the encrypted version of the text and then the key and IV in my code and you'll see the problem. I can make the SealedBox but I can't open it to get the decrypted data. So I'm not combining the right things the right way. Anyone notice the problem?
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443
Mar ’25
MacOS Authorsation Plugin and Protected System Keychain Entry.
I am developing a MacOS Authorisation Plugin, I have username and password entry items and utilising SFAuthorizationPluginView to display that. I am able to do so. Requirement is I have to store ed25519 private key in PEM format in System Keychain as I need to read this entry before login to sign a request to a remote server. I only want my authorisation plugin to access this private key in System Keychain. I am looking up resources on the internet but I could not find specific to macOS Authorisation plugin, many are specific to iOS and some point at using entitlements and app group, but I doubt that applies to macOS authorisation plugin. I'll really appreciate if some pointers are shared how can I store a private credential in System Keychain so that it can be used by only my plugin only, and this is before I have logged into the system.
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627
Mar ’25
Submission Rejected: Guideline 5.1.1 - Legal - Privacy - Data Collection and Storage
Hello Experts, I am in need of your help with this feedback from the App Reviewer. Issue Description: One or more purpose strings in the app do not sufficiently explain the use of protected resources. Purpose strings must clearly and completely describe the app's use of data and, in most cases, provide an example of how the data will be used. Next Steps: Update the location purpose string to explain how the app will use the requested information and provide a specific example of how the data will be used. See the attached screenshot. Resources: Purpose strings must clearly describe how an app uses the ability, data, or resource. The following are hypothetical examples of unclear purpose strings that would not pass review: "App would like to access your Contacts" "App needs microphone access" Feedback #2 "Regarding 5.1.1, we understand why your app needs access to location. However, the permission request alert does not sufficiently explain this to your users before accessing the location. To resolve this issue, it would be appropriate to revise the location permission request, specify why your app needs access, and provide an example of how your app will use the user's data. To learn more about purpose string requirements, watch a video from App Review with tips for writing clear purpose strings. We look forward to reviewing your app once the appropriate changes have been made." May I know how can I update my purpose string? I appealed on the first feedback by explaining what is the purpose of it but got the Feedback #2. TYIA!!
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254
Jun ’25
Maintaining access to a folder across renames
I have a sandboxed Mac app which I can grant access to a folder using an NSOpenPanel. Once it’s been granted access it can enumerate the contents of the folder just fine. If I rename the folder while the app is open and then make the app enumerate the folder’s contents again, though, it seems to have lost access. What’s the recommended way to have an app’s sandbox “track” files as they’re moved around the filesystem? (NSDocument handles this for you, from what I can tell.) I’ve managed to hack something together with a combination of Dispatch sources and security-scoped bookmarks, but it feels like there must be an easier solution …
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185
Apr ’25
Transfer an application between accounts with an existing App Group
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?
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95
Apr ’25
Debugging memory consumption in an Endpoint Security process
I have a launch daemon that's using the Endpoint Security framework which also is causing high memory usage (in Activity Monitor memory column shows for example 2GB and Real Memory 11MB) when building a big project in Xcode. Is it some kind of memory caching by the system? leaks -forkCorpse seems to not show any leaks. How can I attach with heap or Instruments without the process being killed with "ENDPOINTSECURITY, Code 2 EndpointSecurity client terminated because it failed to respond to a message before its deadline"?
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178
Mar ’25
Custom Authorization Plugin in Login Flow
What Has Been Implemented Replaced the default loginwindow:login with a custom authorization plugin. The plugin: Performs primary OTP authentication. Displays a custom password prompt. Validates the password using Open Directory (OD) APIs. Next Scenario was handling password change Password change is simulated via: sudo pwpolicy -u robo -setpolicy "newPasswordRequired=1" On next login: Plugin retrieves the old password. OD API returns kODErrorCredentialsPasswordChangeRequired. Triggers a custom change password window to collect and set new password. Issue Observed : After changing password: The user’s login keychain resets. Custom entries under the login keychain are removed. We have tried few solutions Using API, SecKeychainChangePassword(...) Using CLI, security set-keychain-password -o oldpwd -p newpwd ~/Library/Keychains/login.keychain-db These approaches appear to successfully change the keychain password, but: On launching Keychain Access, two password prompts appear, after authentication, Keychain Access window doesn't appear (no app visibility). Question: Is there a reliable way (API or CLI) to reset or update the user’s login keychain password from within the custom authorization plugin, so: The keychain is not reset or lost. Keychain Access works normally post-login. The password update experience is seamless. Thank you for your help and I appreciate your time and consideration
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288
Jun ’25
DisableFDEAutoLogin and SFAuthorizationPluginView
Hi, I have a set of plugins which are registered for login. One of them is a custom ui view for the login screen. The scenario: 1.DisableFDEAutoLogin is false. 2.The User logs in to the file vault login screen. 3.The security plugins are activated, and working. 4.We get any kind of an error from the plugins, and therefore the login fails. 5.We get a native login screen, after the denial of authorization. 6.In case that DisableFDEAutoLogin is true, I do get the custom login screen, after the file vault login. My question: Why dont I see the custom login screen, after the auto login fails? Cheers Sivan
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786
Sep ’25
Information on macOS tracking/updating of CRLs
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
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416
Sep ’25
Login Keychain Access Autmation
I have been trying to find a way to be able to sign some data with private key of an identity in login keychain without raising any prompts. I am able to do this with system keychain (obviously with correct permissions and checks) but not with login keychain. It always ends up asking user for their login password. Here is how the code looks, roughly, NSDictionary *query = @{ (__bridge id)kSecClass: (__bridge id)kSecClassIdentity, (__bridge id)kSecReturnRef: @YES, (__bridge id)kSecMatchLimit: (__bridge id)kSecMatchLimitAll }; CFTypeRef result = NULL; OSStatus status = SecItemCopyMatching((__bridge CFDictionaryRef)query, (CFTypeRef *)&amp;amp;result); NSArray *identities = ( NSArray *)result; SecIdentityRef identity = NULL; for (id _ident in identities) { // pick one as required } SecKeyRef privateKey = NULL; OSStatus status = SecIdentityCopyPrivateKey(identity, &amp;amp;privateKey); NSData *strData = [string dataUsingEncoding:NSUTF8StringEncoding]; unsigned char hash[CC_SHA256_DIGEST_LENGTH]; CC_SHA256(strData.bytes, (CC_LONG)strData.length, hash); NSData *digestData = [NSData dataWithBytes:hash length:CC_SHA256_DIGEST_LENGTH]; CFErrorRef cfError = NULL; NSData *signature = (__bridge_transfer NSData *)SecKeyCreateSignature(privateKey, kSecKeyAlgorithmRSASignatureDigestPKCS1v15SHA256, (__bridge CFDataRef)digestData, &amp;amp;cfError); Above code raises these system logs in console default 08:44:52.781024+0000 securityd client is valid, proceeding default 08:44:52.781172+0000 securityd code requirement check failed (-67050), client is not Apple-signed default 08:44:52.781233+0000 securityd displaying keychain prompt for /Applications/Demo.app(81692) If the key is in login keychain, is there any way to do SecKeyCreateSignature without raising prompts? What does client is not Apple-signed mean? PS: Identities are pre-installed either manually or via some device management solution, the application is not installing them.
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170
Apr ’25
Using Cryptokit.SecureEnclave API from a Launch Daemon
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.
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584
Sep ’25
Migration of "Sign with Apple" users
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?
2
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223
Sep ’25