Hi, I'm working on developing my own CryptoTokenKit (CTK) extension to enable codesign with HSM-backed keys. Here's what I’ve done so far: The container app sets up the tokenConfiguration with TKTokenKeychainCertificate and TKTokenKeychainKey. The extension registers successfully and is visible via pluginkit when launching the container app. The virtual smartcard appears when running security list-smartcards. The certificate, key, and identity are all visible using security export-smartcard -i [card]. However, nothing appears in the Keychain. After adding logging and reviewing output in the Console, I’ve observed the following behavior when running codesign: My TKTokenSession is instantiated correctly, using my custom TKToken implementation — so far, so good. However, none of the following TKTokenSession methods are ever called: func tokenSession(_ session: TKTokenSession, beginAuthFor operation: TKTokenOperation, constraint: Any) throws -> TKTokenAuthOperation func tokenSession(_ session: TKTokenSession, supports operation: TKTokenOperation, keyObjectID: TKToken.ObjectID, algorithm: TKTokenKeyAlgorithm) -> Bool func tokenSession(_ session: TKTokenSession, sign dataToSign: Data, keyObjectID: Any, algorithm: TKTokenKeyAlgorithm) throws -> Data func tokenSession(_ session: TKTokenSession, decrypt ciphertext: Data, keyObjectID: Any, algorithm: TKTokenKeyAlgorithm) throws -> Data func tokenSession(_ session: TKTokenSession, performKeyExchange otherPartyPublicKeyData: Data, keyObjectID objectID: Any, algorithm: TKTokenKeyAlgorithm, parameters: TKTokenKeyExchangeParameters) throws -> Data The only relevant Console log is: default 11:31:15.453969+0200 PersistentToken [0x154d04850] invalidated because the client process (pid 4899) either cancelled the connection or exited There’s no crash report related to the extension, so my assumption is that ctkd is closing the connection for some unknown reason. Is there any way to debug this further? Thank you for your help.

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 } }

I am developing a custom authorization plugin for macOS, and I’ve encountered an issue where the auth plugin view remains visible on the home screen for a few seconds after login. Issue Details: After entering valid credentials, I call setResult(.allow) in my plugin to proceed with login. The authentication succeeds, and macOS starts transitioning to the home screen. However, for a few seconds after login, the authorization plugin view is still visible on the home screen before it disappears. I have observed this issue even when using Apple's sample authorization plugin. Observation: This issue occurs without an external monitor (on a single built-in display). If I manually close the plugin window inside Destroy(AuthPlugin.mechanism), then the auth plugin views do not appear on the home screen, which seems to fix the issue. However, when I do this, a gray screen appears for about a second before the desktop environment fully loads. I suspect that the gray screen appears due to the time macOS takes to fully load the home screen environment after login. Questions: Why does the authorization plugin view persist on the home screen for a few seconds after login? Is manually closing the plugin window in Destroy(AuthPlugin.mechanism) the correct way to prevent this, or is there a better approach? Is my assumption that the gray screen appears due to the home screen not being fully loaded correct? If the gray screen is caused by home screen loading, is there a system notification or event I can listen to in order to know when the home screen has fully loaded?

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 want iOS device identifier for a framework that is used in multiple vendor's apps. I'm developing a framework to control a peripheral. The framework has to send unique information to register the device with the peripheral. My naive idea was to use IdentifierForVendor. But this API provides the device identifier for the same vendor's apps, not the framework. (The framework will be used by multiple vendors.) Is there a usable device identifier for the framework, regardless of app vendor? Please tell me any solution.

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?

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?

I'm trying to develop a GUI app on macOS that takes control of the screen so that user must perform certain actions before regaining control of the desktop. I don't want the user to be able to kill the process (for example via an "assassin" shell script that looks for the process and terminates it with kill). Based on this post it is not possible to create an unkillable process on macOS. I'm wondering, however, if it's possible to run the GUI process in root (or with other escalated privileges) such that the logged in user cannot kill it. So it's killable, but you need privileges above what the logged in user has (assuming they are not root). I'm not worried about a root user being able to kill it. Such an app would run in a managed context. I've played around with Service Background Tasks, but so far haven't found what I'm looking for. I'm hoping someone (especially from Apple) might be able to tell me if this goal is even achievable with macOS Sequoia (and beyond).

I'm seeing some odd behavior which may be a bug. I've broken it down to a least common denominator to reproduce it. But maybe I'm doing something wrong. I am opening a file read-write. I'm then mapping the file read-only and private: void* pointer = mmap(NULL, 17, PROT_READ, MAP_FILE | MAP_PRIVATE, fd, 0); I then unmap the memory and close the file. After the close, eslogger shows me this: {"close":{"modified":false,[...],"was_mapped_writable":false}} Which makes sense. I then change the mmap statement to: void* pointer = mmap(NULL, 17, PROT_READ, MAP_FILE | MAP_SHARED, fd, 0); I run the new code and and the close looks like: {"close":{"modified":false, [....], "was_mapped_writable":true}} Which also makes sense. I then run the original again (ie, with MAP_PRIVATE vs. MAP_SHARED) and the close looks like: {"close":{"modified":false,"was_mapped_writable":true,[...]} Which doesn't appear to be correct. Now if I just open and close the file (again, read-write) and don't mmap anything the close still shows: {"close":{ [...], "was_mapped_writable":true,"modified":false}} And the same is true if I open the file read-only. It will remain that way until I delete the file. If I recreate the file and try again, everything is good until I map it MAP_SHARED. I tried this with macOS 13.6.7 and macOS 15.0.1.

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)") } }

Hi there, I'm trying to use SFAuthorizationPluginView in order to show some fields in the login screen, have the user click the arrow, then continue to show more fields as a second step of authentication. How can I accomplish this? Register multiple SecurityAgentPlugins each with their own mechanism and nib? Some how get MacOS to call my SFAuthorizationPluginView::view() and return a new view? Manually remove text boxes and put in new ones when button is pressed I don't believe 1 works, for the second mechanism ended up calling the first mechanism's view's view() Cheers, -Ken

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

I'm trying to add a generic password to the keychain and get back the persistent ID for it, and give it .userPresence access control. Unfortunately, if I include that, I get paramError back from SecItemAdd. Here's the code: @discardableResult func set(username: String, hostname: String?, password: String, comment: String? = nil) throws -> PasswordEntry { // Delete any existing matching password… if let existing = try? getEntry(forUsername: username, hostname: hostname) { try deletePassword(withID: existing.id) } // Store the new password… var label = username if let hostname { label = label + "@" + hostname } var item: [String: Any] = [ kSecClass as String : kSecClassGenericPassword, kSecAttrDescription as String : "TermPass Password", kSecAttrGeneric as String : self.bundleID.data(using: .utf8)!, kSecAttrLabel as String : label, kSecAttrAccount as String : username, kSecValueData as String : password.data(using: .utf8)!, kSecReturnData as String : true, kSecReturnPersistentRef as String: true, ] if self.synchronizable { item[kSecAttrSynchronizable as String] = kCFBooleanTrue! } if let hostname { item[kSecAttrService as String] = hostname } if let comment { item[kSecAttrComment as String] = comment } // Apply access control to require the user to prove presence when // retrieving this password… var error: Unmanaged<CFError>? guard let accessControl = SecAccessControlCreateWithFlags(nil, kSecAttrAccessibleWhenUnlockedThisDeviceOnly, .userPresence, &error) else { let cfError = error!.takeUnretainedValue() as Error throw cfError } item[kSecAttrAccessControl as String] = accessControl item[kSecAttrAccessible as String] = kSecAttrAccessibleWhenUnlockedThisDeviceOnly var result: AnyObject! let status = SecItemAdd(item as CFDictionary, &result) try Errors.throwIfError(osstatus: status) load() guard let secItem = result as? [String : Any], let persistentRef = secItem[kSecValuePersistentRef as String] as? Data else { throw Errors.malformedItem } let entry = PasswordEntry(id: persistentRef, username: username, hostname: hostname, password: password, comment: comment) return entry } (Note that I also tried it omitting kSecAttrAccessible, but it had no effect.) This code works fine if I omit setting kSecAttrAccessControl. Any ideas? TIA!

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

Hi, We are using the following API from sys/random.h to generate entropy in our module. int getentropy(void* buffer, size_t size); Could you confirm if this API internally uses a non-physical entropy source and adhere to SP800-90B as the following document says: https://csrc.nist.gov/CSRC/media/projects/cryptographic-module-validation-program/documents/entropy/E181_PublicUse.pdf

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

Hello, I have encountered several challenges related to System Integrity Protection (SIP) state detection and code signing requirements. I would like to seek clarification and guidance on the proper approach to programmatically determine the SIP state. Here are the issues I’ve encountered: XPC Code Signing Check APIs: APIs like setCodeSigningRequirement and setConnectionCodeSigningRequirement do not work when SIP disabled and that's ok given what SIP is. LaunchCodeRequirement API: When using Process.launchRequirement, the LaunchCodeRequirement API does not function anymore when SIP disabled. The IsSIPProtected requirement behaves in a way that is not clearly documented -- it appears to only apply to pre-installed Apple apps. Legacy APIs: Older APIs like SecCodeCheckValidity are likely to be non-functional, though I haven’t had the chance to validate this yet. Private API Concerns: So to mitigate those limitations I prefer my app to not even try to connect to untrusted XPC or launch untrusted Processes when SIP is disabled. The only way to determine SIP state I could find is a low-level C function csr_get_active_config. However, this function is not declared in any publicly available header file, indicating that it is a private API. Since private APIs cannot be used in App Store-distributed apps and are best avoided for Developer ID-signed apps, this does not seem like a viable solution. Given these limitations, what is the recommended and proper approach to programmatically determine the SIP state in a macOS application? Any insights or guidance would be greatly appreciated. Thank you!

For security reasons, my application needs to prohibit external devices. If it is determined that the current phone is connected to any external devices, including non MFI authenticated devices, the app will exit. Please tell me how to do it? Thanks for your help.

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.

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!