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.

Hi everyone, I’d like to clarify something regarding the behavior of Team IDs after an app transfer between Apple Developer accounts. I have an app update that enforces a force update for all users. My plan is to release this update under the current developer account, and then proceed with transferring the app to a different developer account shortly afterward. My concern is: once the transfer is complete, will users who download the same app version (released before the transfer) be logged out due to a change in Team ID? Specifically, does the transferred app continue to use the original Team ID (used to sign the last submitted build), or does the Team ID change immediately upon transfer — affecting Keychain access? Any insights or confirmation on this would be greatly appreciated. Thanks!

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?

[Q] When is the kTCCServiceEndpointSecurityClient set by macOS and in which conditions? From what I'm gathering, the kTCCServiceEndpointSecurityClient can not be set by a configuration profile and the end user can only grant full disk access. I searched for documentation on Apple's develop website (with the "kTCCServiceEndpointSecurityClient" search) and did not get any useful result. Using a more complete search engine, or the forum search engine, only points to the old annoying big bug in macOS Ventura. The problem I'm investigating is showing a process being listed as getting granted kTCCServiceEndpointSecurityClient permissions in the TCC database when: it's not an Endpoint Security client. it does not have the ES Client entitlement. the bundle of the process includes another process that is an ES Client and is spawn-ed by this process but I don't see why this should have an impact. This process is supposed to have been granted kTCCServiceSystemPolicyAllFiles via end user interaction or configuration profile. AFAIK, the kTCCServiceEndpointSecurityClient permission can only be set by macOS itself. So this looks like to be either a bug in macOS, an undocumented behavior or I'm missing something. Hence the initial question. macOS 15.7.3 / Apple Silicon

Hi, I’m seeing a production issue on iOS 26+ that only affects some users. symptoms: It does NOT happen for all users. It happens for a subset of users on iOS 26+. If we write a value to Keychain and read it immediately in the same session, it succeeds. However, after terminating the app and relaunching, the value appears to be gone: SecItemCopyMatching returns errSecItemNotFound (-25300). Repro (as observed on affected devices): Launch app (iOS 26+). Save PIN data to Keychain using SecItemAdd (GenericPassword). Immediately read it using SecItemCopyMatching -> success. Terminate the app (swipe up / kill). Relaunch the app and read again using the same service -> returns -25300. Expected: The Keychain item should persist across app relaunch and remain readable (while the device is unlocked). Actual: After app relaunch, SecItemCopyMatching returns errSecItemNotFound (-25300) as if the item does not exist. Implementation details (ObjC): We store a “PIN” item like this (simplified): addItem: kSecClass: kSecClassGenericPassword kSecAttrService: <FIXED_STRING> kSecValueData: kSecAttrAccessControl: SecAccessControlCreateWithFlags(..., kSecAttrAccessibleWhenUnlockedThisDeviceOnly, 0, ...) readItem (SecItemCopyMatching): kSecClass: kSecClassGenericPassword kSecAttrService: <FIXED_STRING> kSecReturnData: YES (uses kSecUseOperationPrompt in our async method) Question: On iOS 26+, is there any known issue or new behavior where a successfully added GenericPassword item could later return errSecItemNotFound after app termination/relaunch for only some users/devices? What should we check to distinguish: OS behavior change/bug vs. entitlement/access-group differences (app vs extension, provisioning/team changes), device state/policies (MDM, passcode/biometrics changes), query attributes we should include to make the item stable across relaunch? Build / Dev Environment: macOS: 15.6.1 (24G90) Xcode: 26.2

I am not very well versed in this area, so I would appreciate some guidance on what should be enabled or disabled. My app is an AppKit app. I have read the documentation and watched the video, but I find it hard to understand. When I added the Enhanced Security capability in Xcode, the following options were enabled automatically: Memory Safety Enable Enhanced Security Typed Allocator Runtime Protections Enable Additional Runtime Platform Restrictions Authenticate Pointers Enable Read-only Platform Memory The following options were disabled by default: Memory Safety Enable Hardware Memory Tagging Memory Tag Pure Data Prevent Receiving Tagged Memory Enable Soft Mode for Memory Tagging Should I enable these options? Is there anything I should consider disabling?

Hi all, I’m building a macOS-native C++ trading bot, compiled via Xcode. It sends REST API requests to a crypto exchange (Bitvavo) that require HMAC-SHA256 signatures using a pre-sign string (timestamp + method + path + body) and an API secret. Here’s the issue: • The exact same pre-sign string and API secret produce valid responses when signed using Python (hmac.new(secret, msg, hashlib.sha256)), • But when I generate the HMAC signature using C++ (HMAC(EVP_sha256, ...) via OpenSSL), the exchange returns an invalid signature error. Environment: • Xcode 15.3 / macOS 14.x • OpenSSL installed via Homebrew • HMAC test vectors match Python’s output for basic strings (so HMAC lib seems correct) Yet when using the real API keys and dynamic timestamped messages, something differs enough to break verification — possibly due to UTF-8 encoding, memory alignment, or newline handling differences in the Xcode C++ runtime? Has anyone experienced subtle differences between Python and C++ HMAC-SHA256 behavior when compiled in Xcode? I’ve published a GitHub repo for reproducibility: 🔗 https://github.com/vanBaardewijk/bitvavo-cpp-signature-test Thanks in advance for any suggestions or insights. Sascha

Hi everyone, I’m working an Objective-C lib that performs Keychain operations, such as generating cryptographic keys and signing data. The lib will be used by my team in a Java program for macOS via JNI. When working with the traditional file-based Keychain (i.e., without access control flags), everything works smoothly, no issues at all. However, as soon as I try to generate a key using access control flags SecAccessControlCreateWithFlags, the Data Protection Keychain returns error -34018 (errSecMissingEntitlement) during SecKeyCreateRandomKey. This behavior is expected. To address this, I attempted to codesign my native dynamic library (.dylib) with an entitlement plist specifying various combinations of: keychain-access-groups com.apple.security.keychain etc. with: My Apple Development certificate Developer ID Application certificate Apple Distribution certificate None of these combinations made a difference, the error persists. I’d love to clarify: Is it supported to access Data Protection Keychain / Secure Enclave Keys in this type of use case? If so, what exact entitlements does macOS expect when calling SecKeyCreateRandomKey from a native library? I’d really appreciate any guidance or clarification. Thanks in advance! Best regards, Neil

Thanks all for reading my post. A bit of context: We just finished an app transfer to our developer account. We successfully signed and generated the new release. We are already able to roll it out in testflight were we found an issue. We store valuable data in the Keychain like Authentication tokens, once the new app is installed over the old one we are experiencing a loss of all data as the keychain become "untrusted". This is worst case scenario for us because all users will immediately lose the access to the app and hence the whole system. Questions: Is there a way to solve this issue, something like migration of the Keychain data? We came to know the standard migration path: Release a version that copies items from the old access groups to a new group based on com.apple.security.application-groups (App Groups). Wait for most users to update and run the migration. Then perform the App ID prefix change. Is this still the best method? Any improvements or new tools available since the 2022 DTS post? The problem with this is that the app is already on our account and that might need to rollback the transfer. Right? How long should we realistically wait for user migration before making the prefix change? Is there a way to measure migration completion? Thank you in advance!

Is there any way for an iOS app to get a log of all Airdrop transfers originating in all apps on the iOS device e.g. from the last week?

Hi Team, How can we fetch the macOS password requirement(for setting a new password) that are inforce during login for users? Is there a way to get this info in swift programming?

For context, my company develops a data loss prevention (DLP) product. Part of our functionality is the ability to detect sensitive data being pasted into a web browser or cloud-based app. The AppKit release notes for April 2025 document an upcoming “macOS pasteboard privacy” feature, which will presumably ship in macOS 26. Using the user default setting “EnablePasteboardPrivacyDeveloperPreview” documented in the release notes, I tested our agent under macOS 15.5, and encountered a modal alert reading " is trying to access the pasteboard" almost immediately, when the program reads the General pasteboard to scan its contents. Since our product is aimed at enterprise customers (and not individual Mac users), I believed Apple would implement a privacy control setting for this new feature. This would allow our customers to push a configuration profile via MDM, with the “Paste from Other Apps” setting for our application preset to “Allow”, so that they can install our product on their endpoints without manual intervention. Unfortunately, as of macOS 26 beta 4 (25A5316i), there does not seem to be any such setting documented under Device Management — for example in PrivacyPreferencesPolicyControl.Services, which lists a number of similar settings. Without such a setting available, a valuable function of our product will be effectively crippled when macOS 26 is released. Is there such a setting (that I've overlooked)? If not, allow me to urge Apple to find the resources to implement one, so that our customers can preset “Paste from Other Apps” to “Allow” for our application.

Trying to apply 'always trust' to certificate added to keychain using both SecItemAdd() and SecPKCS12Import() with SecTrustSettingsSetTrustSettings(). I created a launchdaemon for this purpose. AuthorizationDB is modified so that any process running in root can apply trust to certificate. let option = SecTrustSettingsResult.trustRoot.rawValue // SecTrustSettingsResult.trustAsRoot.rawValue for non-root certificates let status = SecTrustSettingsSetTrustSettings(secCertificate, SecTrustSettingsDomain.admin, [kSecTrustSettingsResult: NSNumber(value: option.rawValue)] as CFTypeRef). Above code is used to trust certificates and it was working on os upto 14.7.4. In 14.7.5 SecTrustSettingsSetTrustSettings() returns errAuthorizationInteractionNotAllowed. In 15.5 modifying authorization db with AuthorizationRightSet() itself is returning errAuthorizationDenied.Tried manually editing authorization db via terminal and same error occurred. Did apple update anything on Security framework? Any other way to trust certificates?

Problem Description: In our App, When we launch the web login part using ASWebAuthentication + Universal Links with callback scheme as "https", we are not receiving callback. Note: We are using "SwiftUIWebAuthentication" Swift Package Manager to display page in ASWebAuth. But when we use custom url scheme instead of Universal link, app able to receive call back every time. We use ".onOpenURL" to receive universal link callback scheme.

Hello, I am currently researching to develop an application where I want to apply the MacOS updates without the password prompt shown to the users. I did some research on this and understand that an MDM solution can apply these patches without user intervention. Are there any other ways we can achieve this? Any leads are much appreciated.

In the hopes of saving others time, the updated demo project (i.e. the new Shiny) can be found from the video 'Resources' section under 'Performing fast account creation with passkeys'. The beta documentation can also be found from there. All of the new functionality is available only on *OS 26 at this time.

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?

Hi Apple Developers, I'm having a problem with evaluatedPolicyDomainState: on the same device, its value keeps changing and then switching back to the original. My current iOS version is 26.1. I upgraded my iOS from version 18.6.2 to 26.1. What could be the potential reasons for this issue? { NSError *error; BOOL success = YES; char *eds = nil; int edslen = 0; LAContext *context = [[LAContext alloc] init]; // test if we can evaluate the policy, this test will tell us if Touch ID is available and enrolled // success = [context canEvaluatePolicy: LAPolicyDeviceOwnerAuthenticationWithBiometrics error:&error]; if (SystemVersion > 9.3) { // test if we can evaluate the policy, this test will tell us if Touch ID is available and enrolled success = [context canEvaluatePolicy: LAPolicyDeviceOwnerAuthentication error:&error]; } else{ // test if we can evaluate the policy, this test will tell us if Touch ID is available and enrolled success = [context canEvaluatePolicy: LAPolicyDeviceOwnerAuthenticationWithBiometrics error:&error]; } if (success) { if (@available(iOS 18.0, *)) { NSData *stateHash = nil; if ([context respondsToSelector:@selector(domainState)]) { stateHash = [[context performSelector:@selector(domainState)] performSelector:@selector(stateHash)]; }else{ stateHash = [context evaluatedPolicyDomainState]; } eds = (char *)stateHash.bytes; edslen = (int)stateHash.length; } else { eds = (char *)[[context evaluatedPolicyDomainState] bytes]; edslen = (int)[[context evaluatedPolicyDomainState] length]; } CC_SHA256(eds, edslen, uviOut); *poutlen = CC_SHA256_DIGEST_LENGTH; } else { *poutlen = 32; gm_memset(uviOut, 0x01, 32); } }

I work for Brave, a browser with ~80M users. We want to introduce a new system for automatic updates called Omaha 4 (O4). It's the same system that powers automatic updates in Chrome. O4 runs as a separate application on users' systems. For Chrome, this works as follows: An app called GoogleUpdater.app regularly checks for updates in the background. When a new version is found, then GoogleUpdater.app installs it into Chrome's installation directory /Applications/Google Chrome.app. But consider what this means: A separate application, GoogleUpdater.app, is able to modify Google Chrome.app. This is especially surprising because, for example, the built-in Terminal.app is not able to modify Google Chrome.app. Here's how you can check this for yourself: (Re-)install Chrome with its DMG installer. Run the following command in Terminal: mkdir /Applications/Google\ Chrome.app/test. This works. Undo the command: rm -rf /Applications/Google\ Chrome.app/test Start Chrome and close it again. mkdir /Applications/Google\ Chrome.app/test now fails with "Operation not permitted". (These steps assume that Terminal does not have Full Disk Access and System Integrity Protection is enabled.) In other words, once Chrome was started at least once, another application (Terminal in this case) is no longer allowed to modify it. But at the same time, GoogleUpdater.app is able to modify Chrome. It regularly applies updates to the browser. For each update, this process begins with an mkdir call similarly to the one shown above. How is this possible? What is it in macOS that lets GoogleUpdater.app modify Chrome, but not another app such as Terminal? Note that Terminal is not sandboxed. I've checked that it's not related to codesigning or notarization issues. In our case, the main application (Brave) and the updater (BraveUpdater) are signed and notarized with the same certificate and have equivalent requirements, entitlements and provisioning profiles as Chrome and GoogleUpdater. The error that shows up in the Console for the disallowed mkdir call is: kernel (Sandbox) System Policy: mkdir(8917) deny(1) file-write-create /Applications/Google Chrome.app/foo (It's a similar error when BraveUpdater tries to install a new version into /Applications/Brave Browser.app.) The error goes away when I disable System Integrity Protection. But of course, we cannot ask users to do that. Any help would be greatly appreciated.

Hi everyone, I'm developing a C++ plugin (.bundle) for a third-party host application (Autodesk Maya) on macOS, and I'm finalizing the design for our licensing system. The plugin is distributed outside the Mac App Store. My goal is to securely store a license key in the user's Keychain. After some research, my proposed implementation is as follows: On activation, store the license data in the user's login keychain as a Generic Password (kSecClassGenericPassword) using the SecItem APIs. To ensure the plugin can access the item when loaded by Maya, I will use a specific Keychain Access Group (e.g., MY_TEAM_ID.com.mywebsite). The final .bundle will be code-signed with our company's Developer ID certificate. The signature will include an entitlements file (.entitlements) that specifies the matching keychain-access-groups permission. My understanding is that this combination of a unique Keychain Access Group and a properly signed/entitled bundle is the key to getting reliable Keychain access. This should also correctly trigger the one-time user permission prompt on first use. Does this sound like the correct and most robust approach for this scenario? Are there any common pitfalls with a plugin's Keychain access from within a host app that I should be aware of? Thanks for any feedback!