productsign Command Appears to Succeed but Package has No Valid Signature Category: Security, macOS, Code Signing Question: productsign command, when signing a PKG created with productbuild, appears to succeed with a success message (Wrote signed product archive to ...) but spctl verification results in rejected, source=no usable signature, indicating that the signature was not actually applied. Details: Goal: To sign a distribution package created with productbuild using a Developer ID Installer certificate. Certificate Used: Developer ID Installer: [Company Name] ([Team ID]) This certificate was issued by Previous Sub-CA and is not the latest G2 Sub-CA recommended by Apple. We cannot create a new G2 Sub-CA certificate as we have reached the limit of 5. productsign Command: productsign --sign "Developer ID Installer: [Company Name] ([Team ID])" [input.pkg] [output.pkg] productsign Output: Wrote signed product archive to [output.pkg] (Appears as a success message). spctl Signature Verification: spctl -a -vv [output.pkg] Result: rejected, source=no usable signature Notarization Service Results (Behavioral difference between Macs): On Mac A, the submission status was Accepted. On Mac B, the status was Invalid, with the notarization log message being The binary is not signed.. Troubleshooting Steps Taken: We attempted to sign both component and distribution packages with productsign, and in both cases, the signature was not recognized by the system. We skipped productsign and relied on the notarization service's auto-signing, but the notarization log still reported The binary is not signed., and the notarization failed. We have confirmed that the certificate and private key are properly associated in Keychain Access. My Questions: Given that we are using an older Previous Sub-CA certificate and cannot create a new one, why does productsign appear to succeed when the signature is not being applied? What could cause the behavioral difference where notarization is Accepted on Mac A but Invalid on Mac B? Is this a known issue with Apple's tools, or is it possibly caused by the specific structure of our PKG? What is the recommended workflow or debugging method to successfully sign and notarize a PKG under these circumstances? Thank you for your assistance

A user of my AppKit, document-based app brought to my attention that when setting it as the default app to open a certain file with extension .md (by choosing in the Finder "File > Open With > Other", then selecting my app and enabling "Always open with"), trying to open it with a double-click displays the warning "Apple could not verify [file] is free of malware that may harm your mac or compromise your privacy". This is what happens for me: When keeping the default app for a .md file (Xcode in my case), the file opens just fine. When choosing my app in the "File > Open With" menu, the file opens just fine in my app. But when setting my app as the default app (see above), the warning is displayed. From that moment on, choosing my app in the "File > Open With" menu doesn't work anymore. Selecting Xcode doesn't work either. Only setting Xcode again as the default app allows me to open it in Xcode, but my app still isn't allowed to open it. Is this a macOS issue, or can I do anything in my app to prevent it? Where should I start looking for the issue in my code?

Hey, when I try to launch my app it prompts me with a "Apple could not verify" popup. The thing is the app has been signed and stapled. xcrun stapler validate .app for my app returns "The validate action worked!" If I also run syspolicy_check distribution .app it returns: "App passed all pre-distribution checks and is ready for distribution" Any idea?

We distribute our macOS products as a PKG downloaded from our website. To simplify configuration for our customers, we create a PKG for each customer that contains identifying data for that customer. We are currently doing this by notarizing the PKG for each customer and uploading the result. Since we sometimes exceed the notarization limit of 75/day, we began investigating other ways of including the identifying data. One avenue seemed to be the extended attribute com.apple.application-instance, but after experimentation it appears that this attribute does not persist through downloads. There are very few resources describing this attribute (TN2206) but a close reading seems to confirm that the attribute has to be set on the user’s machine. Can you confirm that this is the case? Is there any other way for customizing an installer PKG that won’t run afoul of notarization limits?

I help a lot of developers with macOS trusted execution problems. For example, they might have an app being blocked by Gatekeeper, or an app that crashes on launch with a code signing error. If you encounter a problem that’s not explained here, start a new thread with the details. Put it in the Code Signing > General subtopic and tag it with relevant tags like Gatekeeper, Code Signing, and Notarization — so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" Resolving Trusted Execution Problems macOS supports three software distribution channels: The user downloads an app from the App Store. The user gets a Developer ID-signed program directly from its developer. The user builds programs locally using Apple or third-party developer tools. The trusted execution system aims to protect users from malicious code. It’s comprised of a number of different subsystems. For example, Gatekeeper strives to ensure that only trusted software runs on a user’s Mac, while XProtect is the platform’s built-in anti-malware technology. Note To learn more about these technologies, see Apple Platform Security. If you’re developing software for macOS your goal is to avoid trusted execution entanglements. You want users to install and use your product without taking any special steps. If, for example, you ship an app that’s blocked by Gatekeeper, you’re likely to lose a lot of customers, and your users’ hard-won trust. Trusted execution problems are rare with Mac App Store apps because the Mac App Store validation process tends to catch things early. This post is primarily focused on Developer ID-signed programs. Developers who use Xcode encounter fewer trusted execution problems because Xcode takes care of many code signing and packaging chores. If you’re not using Xcode, consider making the switch. If you can’t, consult the following for information on how to structure, sign, and package your code: Placing content in a bundle Embedding nonstandard code structures in a bundle Embedding a command-line tool in a sandboxed app Creating distribution-signed code for macOS Packaging Mac software for distribution Gatekeeper Basics User-level apps on macOS implement a quarantine system for new downloads. For example, if Safari downloads a zip archive, it quarantines that archive. This involves setting the com.apple.quarantine extended attribute on the file. Note The com.apple.quarantine extended attribute is not documented as API. If you need to add, check, or remove quarantine from a file programmatically, use the quarantinePropertiesKey property. User-level unarchiving tools preserve quarantine. To continue the above example, if you double click the quarantined zip archive in the Finder, Archive Utility will unpack the archive and quarantine the resulting files. If you launch a quarantined app, the system invokes Gatekeeper. Gatekeeper checks the app for problems. If it finds no problems, it asks the user to confirm the launch, just to be sure. If it finds a problem, it displays an alert to the user and prevents them from launching it. The exact wording of this alert varies depending on the specific problem, and from release to release of macOS, but it generally looks like the ones shown in Apple > Support > Safely open apps on your Mac. The system may run Gatekeeper at other times as well. The exact circumstances under which it runs Gatekeeper is not documented and changes over time. However, running a quarantined app always invokes Gatekeeper. Unix-y networking tools, like curl and scp, don’t quarantine the files they download. Unix-y unarchiving tools, like tar and unzip, don’t propagate quarantine to the unarchived files. Confirm the Problem Trusted execution problems can be tricky to reproduce: You may encounter false negatives, that is, you have a trusted execution problem but you don’t see it during development. You may also encounter false positives, that is, things fail on one specific Mac but otherwise work. To avoid chasing your own tail, test your product on a fresh Mac, one that’s never seen your product before. The best way to do this is using a VM, restoring to a snapshot between runs. For a concrete example of this, see Testing a Notarised Product. The most common cause of problems is a Gatekeeper alert saying that it’s blocked your product from running. However, that’s not the only possibility. Before going further, confirm that Gatekeeper is the problem by running your product without quarantine. That is, repeat the steps in Testing a Notarised Product except, in step 2, download your product in a way that doesn’t set quarantine. Then try launching your app. If that launch fails then Gatekeeper is not the problem, or it’s not the only problem! Note The easiest way to download your app to your test environment without setting quarantine is curl or scp. Alternatively, use xattr to remove the com.apple.quarantine extended attribute from the download before you unpack it. For more information about the xattr tool, see the xattr man page. Trusted execution problems come in all shapes and sizes. Later sections of this post address the most common ones. But first, let’s see if there’s an easy answer. Run a System Policy Check macOS has a syspolicy_check tool that can diagnose many common trusted execution issues. To check an app, run the distribution subcommand against it: % syspolicy_check distribution MyApp.app App passed all pre-distribution checks and is ready for distribution. If there’s a problem, the tool prints information about that problem. For example, here’s what you’ll see if you run it against an app that’s notarised but not stapled: % syspolicy_check distribution MyApp.app App has failed one or more pre-distribution checks. --------------------------------------------------------------- Notary Ticket Missing File: MyApp.app Severity: Fatal Full Error: A Notarization ticket is not stapled to this application. Type: Distribution Error … Note In reality, stapling isn’t always required, so this error isn’t really Fatal (r. 151446728 ). For more about that, see The Pros and Cons of Stapling forums. And here’s what you’ll see if there’s a problem with the app’s code signature: % syspolicy_check distribution MyApp.app App has failed one or more pre-distribution checks. --------------------------------------------------------------- Codesign Error File: MyApp.app/Contents/Resources/added.txt Severity: Fatal Full Error: File added after outer app bundle was codesigned. Type: Notary Error … The syspolicy_check isn’t perfect. There are a few issues it can’t diagnose (r. 136954554, 151446550). However, it should always be your first step because, if it does work, it’ll save you a lot of time. Note syspolicy_check was introduced in macOS 14. If you’re seeing a problem on an older system, first check your app with syspolicy_check on macOS 14 or later. If you can’t run the syspolicy_check tool, or it doesn’t report anything actionable, continue your investigation using the instructions in the following sections. App Blocked by Gatekeeper If your product is an app and it works correctly when not quarantined but is blocked by Gatekeeper when it is, you have a Gatekeeper problem. For advice on how to investigate such issues, see Resolving Gatekeeper Problems. App Can’t Be Opened Not all failures to launch are Gatekeeper errors. In some cases the app is just broken. For example: The app’s executable might be missing the x bit set in its file permissions. The app’s executable might be subtly incompatible with the current system. A classic example of this is trying to run a third-party app that contains arm64e code on systems prior to macOS 26 beta. macOS 26 beta supports arm64e apps directly. Prior to that, third-party products (except kernel extensions) were limited to arm64, except for the purposes of testing. The app’s executable might claim restricted entitlements that aren’t authorised by a provisioning profile. Or the app might have some other code signing problem. Note For more information about provisioning profiles, see TN3125 Inside Code Signing: Provisioning Profiles. In such cases the system displays an alert saying: The application “NoExec” can’t be opened. [[OK]] Note In macOS 11 this alert was: You do not have permission to open the application “NoExec”. Contact your computer or network administrator for assistance. [[OK]] which was much more confusing. A good diagnostic here is to run the app’s executable from Terminal. For example, an app with a missing x bit will fail to run like so: % NoExec.app/Contents/MacOS/NoExec zsh: permission denied: NoExec.app/Contents/MacOS/NoExec And an app with unauthorised entitlements will be killed by the trusted execution system: % OverClaim.app/Contents/MacOS/OverClaim zsh: killed OverClaim.app/Contents/MacOS/OverClaim In some cases running the executable from Terminal will reveal useful diagnostics. For example, if the app references a library that’s not available, the dynamic linker will print a helpful diagnostic: % MissingLibrary.app/Contents/MacOS/MissingLibrary dyld[88394]: Library not loaded: @rpath/CoreWaffleVarnishing.framework/Versions/A/CoreWaffleVarnishing … zsh: abort MissingLibrary.app/Contents/MacOS/MissingLibrary Code Signing Crashes on Launch A code signing crash has the following exception information: Exception Type: EXC_CRASH (SIGKILL (Code Signature Invalid)) The most common such crash is a crash on launch. To confirm that, look at the thread backtraces: Backtrace not available For steps to debug this, see Resolving Code Signing Crashes on Launch. One common cause of this problem is running App Store distribution-signed code. Don’t do that! For details on why that’s a bad idea, see Don’t Run App Store Distribution-Signed Code. Code Signing Crashes After Launch If your program crashes due to a code signing problem after launch, you might have encountered the issue discussed in Updating Mac Software. Non-Code Signing Failures After Launch The hardened runtime enables a number of security checks within a process. Some coding techniques are incompatible with the hardened runtime. If you suspect that your code is incompatible with the hardened runtime, see Resolving Hardened Runtime Incompatibilities. App Sandbox Inheritance If you’re creating a product with the App Sandbox enabled and it crashes with a trap within _libsecinit_appsandbox, it’s likely that you’re having App Sandbox inheritance problems. For the details, see Resolving App Sandbox Inheritance Problems. Library Loading Problem Most library loading problems have an obvious cause. For example, the library might not be where you expect it, or it might be built with the wrong platform or architecture. However, some library loading problems are caused by the trusted execution system. For the details, see Resolving Library Loading Problems. Explore the System Log If none of the above resolves your issue, look in the system log for clues as to what’s gone wrong. Some good keywords to search for include: gk, for Gatekeeper xprotect syspolicy, per the syspolicyd man page cmd, for Mach-O load command oddities amfi, for Apple mobile file integrity, per the amfid man page taskgated, see its taskgated man page yara, discussed in Apple Platform Security ProvisioningProfiles You may be able to get more useful logging with this command: % sudo sysctl -w security.mac.amfi.verbose_logging=1 Here’s a log command that I often use when I’m investigating a trusted execution problem and I don’t know here to start: % log stream --predicate "sender == 'AppleMobileFileIntegrity' or sender == 'AppleSystemPolicy' or process == 'amfid' or process == 'taskgated-helper' or process == 'syspolicyd'" For general information the system log, see Your Friend the System Log. Revision History 2025-08-06 Added the Run a System Policy Check section, which talks about the syspolicy_check tool (finally!). Clarified the discussion of arm64e. Made other editorial changes. 2024-10-11 Added info about the security.mac.amfi.verbose_logging option. Updated some links to point to official documentation that replaces some older DevForums posts. 2024-01-12 Added a specific command to the Explore the System Log section. Change the syspolicy_check callout to reflect that macOS 14 is no longer in beta. Made minor editorial changes. 2023-06-14 Added a quick call-out to the new syspolicy_check tool. 2022-06-09 Added the Non-Code Signing Failures After Launch section. 2022-06-03 Added a link to Don’t Run App Store Distribution-Signed Code. Fixed the link to TN3125. 2022-05-20 First posted.

Background We are using a Developer ID application certificate to sign our application. We lost the private key and we need to revoke it before we can receive a new one. Per documentation (https://developer.apple.com/support/certificates/), I know that previously installed applications will still be able to run, but new installations will not be able to work. I want to confirm what will happen when we revoke the certificate so we know how to prepare customers for this upcoming change. Questions Will existing installations of the application receive a notice that the certificate has been revoked? Will previously installed applications be able to launch again after they are closed? What will the user see when they try to install the application with the revoked certificate?

Hello everyone, I'm hoping to get some guidance on a frustrating codesigning issue. I have a macOS application that successfully completes the entire notarization and stapling process, but it is still rejected by Gatekeeper during the final verification step. The rejection only happens when I apply the entitlements that I believe are necessary for my app's functionality. The application is built with PyInstaller and has the following components: A main executable written in Python. A bundled Tcl/Tk instance for the GUI. Embedded Playwright components, which include the Node.js runtime and a full Chromium browser instance. These are located deep inside the .app bundle. The Problem The core of my application relies on Playwright to perform some automated tasks, and its bundled Chromium browser requires specific entitlements to function under the Hardened Runtime. Specifically, it needs com.apple.security.cs.allow-jit and com.apple.security.cs.allow-unsigned-executable-memory. My signing process is as follows: Prepare Entitlements: I use two separate .plist files: main_app_entitlements.plist: This is for the main Python executable and only contains com.apple.security.cs.allow-jit. jit_helper_entitlements.plist: This is for the node and Chromium Helper executables within the Playwright framework. It contains both com.apple.security.cs.allow-jit and com.apple.security.cs.allow-unsigned-executable-memory. Inside-Out Signing: I perform a deep signing process. I find all binaries, dylibs, and frameworks, sort them by path length (deepest first), and sign each one individually with the appropriate entitlements. The main .app bundle is signed last. Notarization: I zip the .app bundle and submit it using xcrun notarytool submit --wait. The tool reports a successful notarization every time. Stapling: I use xcrun stapler staple on the .app bundle, and it confirms that the ticket was successfully stapled. The point of failure The final step is to verify the result with spctl: spctl --assess --type execute --verbose --ignore-cache "MyApp.app" This is where it fails. The output is: MyApp.app: rejected source=Unnotarized Developer ID This "Unnotarized Developer ID" message is confusing because xcrun notarytool and stapler both report complete success. The crucial detail If I run the entire process without any entitlements—just signing with the Hardened Runtime enabled—the final spctl assessment passes. However, the application then crashes at runtime as soon as it tries to use Playwright, which is expected since the browser helpers are missing their required JIT entitlements. My question Is there a known issue where using com.apple.security.cs.allow-jit or com.apple.security.cs.allow-unsigned-executable-memory on nested helper executables can invalidate an otherwise successful notarization? Is my strategy of applying different, granular entitlements to different executables within the same app bundle correct? Could the issue be related to how or when these entitlements are applied during an "inside-out" signing process? Is there a better way to structure the signing of these complex components? I'm confident the notarization itself is working, but it seems Gatekeeper's local assessment is stricter and is being tripped up by my entitlement configuration. Thank you in advance for any help or suggestions you can provide

We're interested in adopting App Sandbox in an app distributed outside of the Mac App Store. However, we're hitting a bit of a roadblock and it doesn't seem like either of the techniques described in that post can be used in a reasonable way. For background, this is a third-party launcher for a cross-platform Java game that, among other things, makes it easier for users to mod the game. Users generally download mods as .jar files and place them in a certain directory. In some cases, these mods contain native dynamic libraries (e.g. a .dylib) as part of their code. In general, the .dylib is extracted from the contents of the .jar to some temporary location, loaded, and then deleted once the game closes (the exact details, like the actual temporary location, depends on the mod). App Sandbox greatly interests us in this case because it can limit the damage that a compromised mod could do, and in my testing the functionality of most mods still works with it enabled. However, sandboxed apps quarantine every file they write to by default. Unfortunately, most mods are created by individual developers who don't notarize their libraries (their mods are generally cross-platform, and they're likely just using third-party code that they bundle with the mod but don't sign or notarize). [1] This means that a mod that loads a dynamic library as described above triggers Gatekeeper as described in the documentation if the app is sandboxed, but does not if the sandbox is disabled. Even worse, a user often can't bypass the warning even if they trust the mod because the extracted library is usually a temporary file, and generally is deleted after the failure (which usually causes the game to crash and thus close). By the time they try to approve the code in System Settings, the file is gone (and even if they could approve it, this approval wouldn't stick next time they launch the game). In theory it would work to use an unsandboxed XPC service to remove the quarantine and let the libraries through. However, this is easier said than done. We don't control the mods' code or how they go about loading whatever code they need, which limits what we can do. [1] And in some cases, people like to play old versions of the game with old mods, and the versions they're using might've been released before notarization was even a thing. The closest thing I can think of to a solution is injecting code into the Java process that runs code to call out to the XPC service to remove the quarantine before a library loads (e.g. before any calls to dlopen using dyld interposition). A prototype I have... works... but this seems really flimsy, I've read that interposition isn't meant to be used in non-dev tools, and if there's a better solution I'd certainly prefer that over this. Other things we've tried have significant downsides: com.apple.security.files.user-selected.executable requires user selection in a file picker, and seems to be more blunt than just allowing libraries/plugins which might lead to a sandbox escape [2] Adding the app to the "Developer Tools" section in System Settings > Privacy & Security allows the libraries to load automatically, but requires users to add the app manually and also sounds like it would make a sandbox escape very easy [2] Oh, and I also submitted an enhancement request for an entitlement/similar that would allow these libraries to load (FB13795828) but it was returned as "no plans to address" (which honestly wasn't that surprising). [2] My understanding is that if a sandboxed process loads libraries, the library code would still be confined by the sandbox because it's still running in the sandboxed process. But if a sandboxed process can write and open a non-quarantined app, that app would not be within the confines of the sandbox. So basically we want to somehow allow the libraries to load but not allow standalone executables to run outside the sandbox. In general the game and almost all popular mods I've tested work with App Sandbox enabled, except for this Gatekeeper snag. It would be a shame to completely abandon App Sandbox for this reason if everything else can be made to work. This situation seems not super common, but documentation does say When your sandboxed app launches for the first time, macOS creates a sandbox container on the file system (in ~/Library/Containers) and associates it with your app. Your app has full read and write access to its sandbox container, and can run programs located there as well. which leaves me wondering whether the Gatekeeper prompt is even intended behavior since the libraries are in the sandbox container and written by the app. (By the way, my testing of the claim that apps can run programs in their sandbox container didn't seem to confirm what the documentation said, even without quarantine - FB15963761). Though, given the other documentation page I linked above which more directly references Gatekeeper and quarantined plug-ins, I doubt this is a bug. I suppose the final question is, is this just a situation where App Sandbox won't work (at least in any supported way)? Or is there perhaps some technique we're missing?

This is a continuation of my own old post that became inactive to regain traction. I am trying to resolve issues that arise when distributing a macOS app with a SysExt Network Extension (Packet Tunnel) outside the App Store using a Developer ID Certificate. To directly distribute the app, I start with exporting the .app via Archive in Xcode. After that, I create a new Developer ID provisioning profile for both the app and sysext and replace the embedded ones in the .app package. After I have replaced the provisioning profiles and the have the entitlements files ready, I start signing the frameworks, sysext and parent app. codesign --force --options runtime --timestamp --sign "Developer ID Application: <name>"<app>.app/Contents/Library/SystemExtensions/<sysext>.systemextension/Contents/Frameworks/<fw>.framework/Versions/A/<fw> codesign --force --options runtime --timestamp --sign "Developer ID Application: <name>" <app>.app/Contents/Frameworks/<fw>.framework/ codesign --force --options runtime --entitlements dist-vpn.entitlements --timestamp --sign "Developer ID Application: <name>" <app>.app/Contents/Library/SystemExtensions/<sysext>.systemextension/Contents/MacOS/<sysext> codesign --force --options runtime --entitlements dist.entitlements --timestamp --sign "Developer ID Application: <name>" <app>.app After validation is successful with codesign --verify --deep --strict --verbose=4 <app>.app I zip the package, notarize and staple it ditto -c -k --keepParent "<app>.app" "<app>..zip" xcrun notarytool submit <app>.zip --keychain-profile “”<credents> --wait xcrun stapler staple <app>.app After that I finish creating signed and notarized .dmg/.pkg. hdiutil create -volname “<app>” -srcfolder “<app>.app/" -ov -format UDZO ./<app>.dmg codesign --force --sign "Developer ID Application: <name>" <app>.dmg xcrun notarytool submit <app>.dmg --keychain-profile "<credentials>" --wait xcrun stapler staple <app>.dmg Then when I move the .dmg to a clean system, open the .dmg, move the .app to the Applications folder, the attempt to run it fails with “The application “” can’t be opened.”. When I look into the console, the gatekeeper disallows the launch job with the message:
 86127 debug ProvisioningProfiles taskgated-helper ConfigurationProfiles entitlements: { "com.apple.developer.networking.networkextension" = ( "packet-tunnel-provider-systemextension" ); "com.apple.developer.system-extension.install" = 1; "com.apple.developer.team-identifier" = <teamid>; "keychain-access-groups" = ( “<teamid>.<app>.AppGroup" ); } com.apple.ManagedClient
<app>: Unsatisfied entitlements: com.apple.developer.networking.networkextension, keychain-access-groups, com.apple.developer.system-extension.install, com.apple.developer.team-identifier LAUNCH: Runningboard launch of <app> <private> returned RBSRequestErrorFailed, error Error Domain=RBSRequestErrorDomain Code=5 "Launch failed." UserInfo={NSLocalizedFailureReason=Launch failed., NSUnderlyingError=0x600001a25830 {Error Domain=NSPOSIXErrorDomain Code=153 "Unknown error: 153" UserInfo={NSLocalizedDescription=Launchd job spawn failed}}}, so returning -10810

 I went through all possible formats (macOS-Style and iOS-Style App Group IDs) and combinations of appgroups according to the post “App Groups: macOS vs iOS: Working Towards Harmony”. But none of those work for me. The weird part is that when I try the same steps on different developer account, I am able to get the app running. What can be wrong?

Is it possible to directly distribute a macOS app with a Developer ID Certificate that belongs to a different team? I am trying to resolve issues that arise when distributing a macOS app with a Network Extension (Packet Tunnel) outside the App Store using a Developer ID Certificate from a different team than the app’s provisioning profiles and entitlements. I started by attempting Direct Distribution in Xcode with automatic signing. However, it fails with the following message: Provisioning profile "Mac Team Direct Provisioning Profile: ” failed qualification checks: Profile doesn't match the entitlements file's value for the com.apple.developer.networking.networkextension entitlement. I suspect the issue is that the provisioning profile allows "packet-tunnel-provider-systemextension", whereas the entitlements generated by Xcode contain "packet-tunnel-provider". When I manually modify the .entitlements file to include the -systemextension suffix, the project fails to build because Xcode does not recognize the modified entitlement. If there is a workaround for this issue, please let me know. Due to these issues, I resorted to manually creating a signed and notarized app. My process is as follows: Export the .app from the Xcode archive. Since the exported .app does not contain the necessary entitlements or provisioning profile for direct distribution, I replace Contents/embedded.provisioningprofile in both the .app and the .appex network extension. Sign the app and its components in the following order: codesign --force --options runtime --timestamp --sign "Developer ID Application: <name>" <app>.app/Contents/Frameworks/<fw>.framework/ codesign --force --options runtime --timestamp --sign "Developer ID Application: <name>"<app>.app/Contents/PlugIns/<netext>.appex/Contents/Frameworks/<fw>.framework/Versions/A/<fw> codesign --force --options runtime --entitlements dist-vpn.entitlements --timestamp --sign "Developer ID Application: <name>" <app>.app/Contents/PlugIns/<netext>.appex/ codesign --force --options runtime --entitlements dist.entitlements --timestamp --sign "Developer ID Application: <name>" <app>.app Verify the code signature: codesign --verify --deep --strict --verbose=4 <app>.app - <app>.app: valid on disk - <app>.app: satisfies its Designated Requirement Create a ZIP archive using: ditto -c -k --sequesterRsrc --keepParent <app>.app <app>.zip Notarize the app with notarytool and staple it. The notarization completes successfully with errors: nil. Package the notarized app into a DMG, notarize, and staple the DMG. The app runs successfully on the development machine. However, when moved to another machine and placed in /Applications, it fails to open. Inspecting Console.app reveals Gatekeeper is blocking the launch:
 taskgated-helper <bundleid>: Unsatisfied entitlements: com.apple.developer.networking.networkextension, com.apple.developer.team-identifier taskgated-helper entitlements: { "com.apple.developer.networking.networkextension" = ("packet-tunnel-provider-systemextension"); "com.apple.developer.team-identifier" = <teamid>; } As mentioned earlier, the Developer ID Certificate used for signing belongs to a different team. We are a third-party developer and do not have access to the Developer ID Certificate of the team assigned as the team-identifier. When I changed the bundle identifier (app ID), team, entitlements, and provisioning profiles to match the team associated with the Developer ID Certificate, the app worked. My question is:
 Is this failure caused by using a Developer ID Certificate from a different team, or should it still work if the provisioning profiles and entitlements are correctly set? Could there be an issue elsewhere in the provisioning profiles or entitlements for the original app ID?

Hello, I'm working on an app at work and we finally got to signing and notarizing the app. The app is successfully notarized and stapled, I packaged it in a .dmg using hdiutil and went ahead and notarized and stapled that as well. Now I tried to move this app to another machine through various methods. But every time I download it from another machine, open and extract the contents of the dmg and attempt to open the app, I get the "Apple could not verify my app is free of malware that may harm your Mac or compromise your privacy. When I check the extended attributes there's always the com.apple.quarantine attribute which from what I know, is the reason that this popup appears I've tried uploading it to google drive, sending through slack, onedrive, even tried our AWS servers and last but not least, I tried our Azure servers (which is what we use for distribution of the windows version of our app). I tried uploading to Azure through CloudBerry (MSP360 now), and azure-cli defining the content-type as "application/octet-stream", the content-disposition as "attachment; filename=myApp.dmg", and content-cache-control as "no-transform". None of these worked The only times where a download actually worked with no problems was when I downloaded through the terminal using curl, which obviously not a great solution especially that we're distributing to users who aren't exactly "tech savy" I want the installation experience to be as smooth as other apps outside the App Store (i.e Discord, Slack, Firefox, Chrome etc....) but I've been stuck on this for more than a week with no luck. Any help is greatly appreciated, and if you want me to clarify something further I'd be happy to do so

Hi fellow developers, I built Video Restore AI which uses a number of models with CoreML on macOS to provide simple one-blick video upscaling and colorization. After uploading my archive, I received the following notification through email. ITMS-91109: Invalid package contents - The package contains one or more files with the com.apple.quarantine extended file attribute, such as “{com.kammerath.VideoRestore.pkg/Payload/Video Restore AI.app/Contents/Resources/ECCV16Colorize.mlmodelc/weights/weight.bin}”. This attribute shouldn’t be included in any macOS apps distributed on TestFlight or the App Store. Starting February 18, 2025, you must remove this attribute from all files within your macOS app before you can upload to App Store Connect. How do I deal with this? Is there a way to get Apple to just accept the model contents or do I need to convert it again with coremltools? Many thanks in advance! Jan

In XCode I create and export a notarized app for "direct distribution". I then create a tar file of the exported .app to distribute to my users. Until today this worked fine. Now when the users try to run the app it pops up a dialog saying "app is damaged and can't be opened. You should move it to the Trash." It is possible to ctrl-click on the app and force it to run but, I think, whether this works or not will depend on system settings and not all users have root access to modify settings. Even simply copying the .app folder from the command line will cause this error.

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.

Context: large platform-agnostic CLI tool built as a handcrafted bundle (not via an Xcode project) that has been successfully codesigned, stapled, and zipped; macOS 14.7.5 syspolicy_check reports App passed all pre-distribution checks and is ready for distribution. However, running the executable in the Terminal produces a "cannot be opened because the developer cannot be verified" popup. The executable does succeed after manually clearing its quarantine attribute. Having worked through Resolving Gatekeeper Problems, the only detail logged in the Console is Adding Gatekeeper denial breadcrumb (direct): ... bundle_id: NOT_A_BUNDLE. Experimental observations: a minimized trivial CLI executable with a similar bundle layout and name successfully executes without being rejected, and oddly, renaming the original bundle from "name" to "name.suffix" allows it to be successfully executed. It's unclear why the bundle name would affect Gatekeeper only in some circumstances, and we'd greatly prefer not to rename the bundle for compatibility reasons, so it would be good if there were some way to get further diagnostic detail leading to a workaround - thank you.

Hello, I recently had my Electron app notarized by Apple and then performed the following steps: Stapling the Notarization Ticket: xcrun stapler staple "appPath/Aiparalegal.app" Zipping the App for Distribution: ditto -c -k --keepParent "appPath/Aiparalegal.app" theAIParalegal.zip However, after unzipping and attempting to launch the app, macOS displays the following message: Apple could not verify "theAIParalegal" is free of malware that may harm your Mac or compromise your privacy. Yet, when I run validation using: xcrun stapler validate "theAIParalegal.app" I receive confirmation: The validate action worked! I then tried restarting my computer but the problem persist Could you help me understand why the notarization validation appears successful, yet macOS still displays this security warning? Any advice on how to resolve this would be greatly appreciated. Thank you!

Hello, I recently had my Electron app notarized by Apple and then performed the following steps: Stapling the Notarization Ticket: xcrun stapler staple "appPath/Aiparalegal.app" Zipping the App for Distribution: ditto -c -k --keepParent "appPath/Aiparalegal.app" theAIParalegal.zip However, after unzipping and attempting to launch the app, macOS displays the following message: Apple could not verify "theAIParalegal" is free of malware that may harm your Mac or compromise your privacy. Yet, when I run validation using: xcrun stapler validate "theAIParalegal.app" I receive confirmation: The validate action worked! spctl -a -vvv -t install "theAIParalegal.app" theAIParalegal.app: accepted source=Notarized Developer ID origin=Developer ID Application: NIPartnership LLC (M92N2796Q9) Could you help me understand why the notarization validation appears successful, yet macOS still displays this security warning? Any advice on how to resolve this would be greatly appreciated. Thank you!

My Developer ID certificate will expire in few days, so I downloaded and installed new certificate in login keychain. However my key is still linked to my old certificate. I have my .p12 but even if I delete the old certificate from login keychain and reinstall the .12 file, my old certificate reappears in the login keychain. I tried to select the new certificate in the login keychain and choose Files > Export Items (in Keychain Access) but in the Save dialog under File Format the "Personal Information Exchange (.p12)" option is grayed out. How can I generate a key/.p12 file that will be linked to my new certificate?

We are developing a macOS application for distribution outside the Mac App Store. This application requires additional entitlements, including Keychain access groups, Network Extension, App Groups, and Sandbox. Both the app and the network extension import a custom framework. After creating the .app via Xcode, I ensured that a new Developer ID Application provisioning profile was generated. These profiles were then injected into the Contents folder of the .app and Plugins/.netappex as embedded.provisionprofile. Next, .entitlements files were created with the necessary "-systemextension" entitlement for the network extension and used for code signing. When inspecting the extracted entitlements from the .provisioningprofile as described in TN3125, everything appears correct. Code signing flow: codesign --force --options runtime --timestamp --sign "Developer ID Application: <team>" <.app>/Contents/Frameworks/<sdk>.framework/ codesign --force --options runtime --timestamp --sign "Developer ID Application: <team>" <.app>/Contents/PlugIns/vpn.appex/Contents/Frameworks/<sdk>.framework/Versions/A/<sdk> codesign --force --options runtime --entitlements <vpn-plist>.entitlements --timestamp --sign "Developer ID Application: <team>" <.app>/Contents/PlugIns/vpn.appex/ codesign --force --options runtime --entitlements <app-plist>.entitlements --timestamp --sign "Developer ID Application: <team>" <.app> The .app is then zipped with ditto -c -k --keepParent and set off for notarization, which is succesful and the .app is stapled. After that, a .dmg or .pkg is created, which is then sent for notarization and subsequently stapled. The problem occurs when the app is distributed to the client. Opening the extracted .app fails, as Gatekeeper refuses to launch it with the following error message: 661 debug staticCode syspolicyd Security 0x88d68d818 done serializing <?xml version="1.0" encoding="UTF-8"?><!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "https://www.apple.com/DTDs/PropertyList-1.0.dtd"><plist version="1.0"><dict><key>com.apple.application-identifier</key><string><teamid.bundleid></string><key>com.apple.developer.networking.networkextension</key><array><string>packet-tunnel-provider-systemextension</string></array><key>com.apple.developer.team-identifier</key><string>team-id</string><key>com.apple.security.app-sandbox</key><true/><key>com.apple.security.application-groups</key><array><string>teamid.group.appgroup</string></array><key>com.apple.security.files.user-selected.read-write</key><true/><key>com.apple.security.network.client</key><true/><key>com.apple.security.network.server</key><true/><key>keychain-access-groups</key><array><string>teamid.group.appgroup</string></array></dict></plist> com.apple.securityd 22207 debug ProvisioningProfiles taskgated-helper ConfigurationProfiles entitlements: { "com.apple.developer.networking.networkextension" = ( "packet-tunnel-provider-systemextension" ); "com.apple.developer.team-identifier" = team-id; "keychain-access-groups" = ( “teamid.group.appgroup” ); } com.apple.ManagedClient 22207 error ProvisioningProfiles taskgated-helper ConfigurationProfiles <bundle-id>: Unsatisfied entitlements: com.apple.developer.team-identifier, com.apple.developer.networking.networkextension, keychain-access-groups com.apple.ManagedClient After encountering this problem every time, we tried using a different development team with a new bundle ID, app groups, developer ID, developer ID certificate, and provisioning profiles. The .entitlements file remained the same (with different IDs), as did the capabilities for the App IDs in App Store Connect. With this new development team, we were successful, and the gatekeeper did not block the launch job. From a configuration standpoint, everything appears identical. Updating the App Store Connect App ID capabilities and generating new provisioning profiles for the first development team did not resolve the issue. Thank you for your help.

Hi, I've code-signed my app and notarized it, and created a DMG, and when I slacked it or airdropped it to someone for testing the FIRST time they open it, they get a warning that it was Slacked or airdropped to them and do they want to open it. if they say yes everything is fine. So looking through here someone said I need to sign the app and then make a dmg and sign the dmg and then send that for notorization and then staple that. So I did, and I still get a warning the first tie someone try's to run it. What am I doing wrong? I know I can buy software and not get a warning from apple. so how do I get my app to work correctly like that?