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Gatekeeper on macOS helps protect users from downloading and installing malicious software by checking for a Developer ID certificate from apps distributed outside the Mac App Store.

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Resolving Trusted Execution Problems
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. Make sure to add relevant tags — like Gatekeeper, Code Signing, and Notarization — so that I see your post. IMPORTANT macOS 14 has a new tool, syspolicy_check, that was specifically designed to help diagnose problems like this. I plan to update this post once I have more experience with it. In the meantime, however, if you hit a trusted execution problem and it reproduces on macOS 14, please try out syspolicy_check and let us know how that pans out. 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 Mac DevForums post Packaging Mac Software for Distribution DevForums post 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. The remaining sections address the most common ones. 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. macOS requires that third-party kernel extensions use the arm64e architecture. In other circumstances, stick to arm64 for your shipping products. If you want to test arm64e code locally, see Preparing Your App to Work with Pointer Authentication. 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 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 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 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.
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Jan ’24
Packaging Mac Software for Distribution
IMPORTANT I’m very pleased to report that, due to the hard work of a number of folks at Apple, this DevForums post has been replaced by official documentation: Packaging Mac software for distribution. I’m leaving this post in place as a historical curiosity, but please consult the official documentation going forward. This post is one of a pair of posts, the other one being Creating Distribution-Signed Code for Mac, that replaces my earlier Signing a Mac Product For Distribution post. For more background on this, see the notes at the top of Creating Distribution-Signed Code for Mac. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" Packaging Mac Software for Distribution Build a zip archive, disk image, or installer package for distributing your Mac software. Overview Xcode is a great tool for creating and distributing Mac apps. Once you’ve written your code you can upload it to the App Store with just a few clicks. However, Xcode cannot do everything. For example: Some Mac software products are not apps. You might, for example, be creating a product that includes a daemon. Some Mac products include multiple components. Your daemon might include an app to configure it. Some Mac products ship outside of the App Store, and so need to be packaged for distribution. For example, you might choose to distribute your daemon and its configuration app in an installer package. Some Mac products are built with third-party developer tools. If your product cannot be built and distributed using Xcode alone, follow these instructions to package it for distribution. Note If you use a third-party developer tool to build your app, consult its documentation for advice specific to that tool. To start this process you need distribution-signed code. For detailed advice on how to create distribution-signed code, see Creating Distribution-Signed Code for Mac. If you ship your product frequently, create a script to automate the distribution process. Decide on a Container Format To get started, decide on your container format. Mac products support two distribution channels: The Mac App Store, for apps Independent distribution, for apps and non-apps, using Developer ID signing A Mac App Store app must be submitted as an installer package. In contrast, products distributed outside of the Mac App Store use a variety of different container formats, the most common being: Zip archive (.zip) Disk image (.dmg) Installer package (.pkg) You may choose to nest these containers. For example, you might ship an app inside an installer package on a disk image. Nesting containers is straightforward: Just work from the inside out, following the instructions for each container at each step. IMPORTANT Sign your code and each nested container (if the container supports signing). For example, if you ship an app inside an installer package on a disk image, sign the app, then create the installer package, then sign that package, then create the disk image, then sign the disk image. Each container format has its own pros and cons, so choose an approach based on the requirements of your product. Build a Zip Archive If you choose to distribute your product in a zip archive, use the ditto tool to create that archive: Create a directory that holds everything you want to distribute. Run the ditto tool as shown below, where DDD is the path to the directory from step 1 and ZZZ is the path where ditto creates the zip archive. % ditto -c -k --keepParent DDD ZZZ Zip archives cannot be signed, although their contents can be. Build an Installer Package If you choose to distribute your product in an installer package, start by determining your installer signing identity. Choose the right identity for your distribution channel: If you’re distributing an app on the Mac App Store, use a Mac Installer Distribution signing identity. This is named 3rd Party Mac Developer Installer: TTT, where TTT identifies your team. If you’re distributing a product independently, use a Developer ID Installer signing identity. This is named Developer ID Installer: TTT, where TTT identifies your team. For information on how to set up these installer signing identities, see Developer Account Help. Run the following command to confirm that your installer signing identity is present and correct: % security find-identity -v 1) 6210ECCC616B6A72F238DE6FDDFDA1A06DEFF9FB "3rd Party Mac Developer Installer: …" 2) C32E0E68CE92936D5532E21BAAD8CFF4A6D9BAA1 "Developer ID Installer: …" 2 valid identities found The -v argument filters for valid identities only. If the installer signing identity you need is not listed, see Developer Account Help. IMPORTANT Do not use the -p codesigning option to filter for code signing identities. Installer signing identities are different from code signing identities and the -p codesigning option filters them out. If your product consists of a single app, use the productbuild tool to create a simple installer package for it: % productbuild --sign III --component AAA /Applications PPP In this command: III is your installer signing identity. AAA is the path to your app. PPP is the path where productbuild creates the installer package. The above is the simplest possible use of productbuild. If you’re submitting an app to the Mac App Store, that’s all you need. If you have a more complex product, you’ll need a more complex installer package. For more details on how to work with installer packages, see the man pages for productbuild, productsign, pkgbuild, and pkgutil. For instructions on how to read a man page, see Reading UNIX Manual Pages. Build a Disk Image If you choose to distribute your product in a disk image: Create a directory to act as the source for the root directory of your disk image’s volume. Populate that directory with the items you want to distribute. If you’re automating this, use ditto rather than cp because ditto preserves symlinks. Use hdiutil command shown below to create the disk image, where SSS is the directory from step 1 and DDD is the path where hdiutil creates the disk image. Decide on a code signing identifier for this disk image. If you were signing bundled code, you’d use the bundle ID as the code signing identifier. However, disk images have no bundle ID and thus you must choose a code signing identifier for your image. For advice on how to do this, see the Sign Each Code section in Creating Distribution-Signed Code for Mac. Use the codesign command shown below to sign the disk image, where III is your Developer ID Application code signing identity (named Developer ID Application: TTT, where TTT identifies your team), BBB is the code signing identifier you chose in the previous step, and DDD is the path to the disk image from step 3. % hdiutil create -srcFolder SSS -o DDD % codesign -s III --timestamp -i BBB DDD For more information on code signing identities, see the Confirm Your Code Signing section in Creating Distribution-Signed Code for Mac. IMPORTANT Sign your disk image with a code signing identity, not an installer signing identity. There are various third-party tools that configure a disk image for distribution. For example, the tool might arrange the icons nicely, set a background image, and add a symlink to the Applications folder. If you use such a tool, or create your own tool for this, make sure that the resulting disk image: Is signed with your Developer ID Application code signing identity Is a UDIF-format read-only zip-compressed disk image (type UDZO) Submit Your App to the Mac App Store If you’re creating an app for the Mac App Store, submit your signed installer package using either the altool command-line tool or the Transporter app. For detailed instructions, see App Store Connect Help > Reference > Upload tools. Notarize Your Product If you’re distributing outside of the Mac App Store, notarize the file you intend to distribute to your users. For detailed instructions, see Customizing the Notarization Workflow. Skip the Export a Package for Notarization section because you already have the file that you want to submit. If you’re using nested containers, only notarize the outermost container. For example, if you have an app inside an installer package on a disk image, sign the app, sign the installer package, and sign the disk image, but only notarize the disk image. The exception to this rule is if you have a custom third-party installer. In that case, see the discussion in Customizing the Notarization Workflow. Staple Your Product Once you’ve notarized your product, staple the resulting ticket to the file you intend to distribute. Staple the Ticket to Your Distribution discusses how to do this for an app within a zip archive. The other common container formats, installer packages and disk images, support stapling directly. For example, to staple a tick to a disk image: % xcrun stapler staple FlyingAnimals.dmg Stapling is recommended but not mandatory. However, if you don’t staple a user might find that your product is blocked by Gatekeeper if they try to install or use it while the Mac is offline. Revision History 2024-02-19 Added a preamble that links to the official documentation, Packaging Mac software for distribution. 2022-03-01 First posted.
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Feb ’24
Creating Distribution-Signed Code for Mac
IMPORTANT I’m very pleased to report that, due to the hard work of a number of folks at Apple, this DevForums post has been replaced by official documentation: Creating distribution-signed code for macOS. I’m leaving this post in place as a historical curiosity, but please consult the official documentation going forward. This post is one of a pair of posts, the other one being Packaging Mac Software for Distribution, that replaces my earlier Signing a Mac Product For Distribution post. Over the past year I’ve been trying to convert my most useful code signing posts here on DevForums to official documentation, namely: Placing Content in a Bundle Updating Mac Software Signing a Daemon with a Restricted Entitlement Embedding a Command-Line Tool in a Sandboxed App Embedding Nonstandard Code Structures in a Bundle Unfortunately in the past month or so my Day Job™, answering developer questions for DTS, has become super busy, and so I’ve not had chance to complete this work by publish a replacement for Signing a Mac Product For Distribution. This post, and Packaging Mac Software for Distribution, represent the current state of that effort. I think these are sufficiently better than Packaging Mac Software for Distribution to warrant posting them here on DevForums while I wait for the quiet time needed to finish the official work. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" Creating Distribution-Signed Code for Mac Sign Mac code for distribution using either Xcode or command-line tools. Overview Before shipping a software product for the Mac, you must first create distribution-signed code, that is, code that you can package up and then submit to either the Mac App Store or the notary service. The way you do this depends on the nature of your product and how it was built: If your product is a standalone app, possibly with nested code such as an app extension, that you build using Xcode, use Xcode to export a distribution-signed app. If your product isn't a standalone app, but you build it using Xcode, create an Xcode archive, and then manually export distribution-signed code from that archive. If you build your product using an external build system, such as make, add a manual signing step to your build system. Once you have distribution-signed code, package it for distribution. For more information, see Packaging Mac Software for Distribution. Note If you use a third-party developer tool to build your app, consult its documentation for advice specific to that tool. Export an App from Xcode If your product is a standalone app that you build with Xcode, follow these steps to export a distribution-signed app: Build an Xcode archive from your project. Export a distribution-signed app from that Xcode archive. You can complete each step from the Xcode app or automate the steps using xcodebuild. To build an Xcode archive using the Xcode app, select your app’s scheme and choose Product > Archive. This creates the Xcode archive and selects it in the organizer. To create a distribution-sign app from that archive, select the archive in the organizer, click Distribute App, and follow the workflow from there. Note If the button says Distribute Content rather than Distribute App, your archive has multiple items in its Products directory. Make sure that every target whose output is embedded in your app has the Skip Install (SKIP_INSTALL) build setting set; this prevents the output from also being copied into the Xcode archive’s Products directory. For more on this, see TN3110 Resolving generic Xcode archive issue. For more information about the Xcode archives and the organizer, see Distributing Your App for Beta Testing and Releases. To build an Xcode archive from the command line, run xcodebuild with the archive action. Once you have an Xcode archive, export a distribution-signed app by running xcodebuild with the -exportArchive option. For more information about xcodebuild, see its man page. For instructions on how to read a man page, see Reading UNIX Manual Pages. For information about the keys supported by the export options property list, run xcodebuild with the -help argument. Export a Non-App Product Built with Xcode If you build your product with Xcode but it’s not a standalone app, you can build an Xcode archive using the techniques described in the previous section but you cannot export distribution-signed code from that archive. The Xcode organizer and the -exportArchive option only work for standalone apps. To export a distribution-signed product from the Xcode archive: Copy the relevant components from the archive. Sign those components manually. The exact commands for doing this vary depending on how your product is structured, so let’s consider a specific example. Imagine your product is a daemon but it also has an associated configuration app. Moreover, the configuration app has a share extension, and an embedded framework to share code between the app and the extension. When you build an Xcode archive from this project it has this structure: DaemonWithApp.xcarchive/ Info.plist Products/ usr/ local/ bin/ Daemon Applications/ ConfigApp.app/ Contents/ embedded.provisionprofile Frameworks/ Core.framework/ … PlugIns/ Share.appex/ Contents/ embedded.provisionprofile … … … The Products directory contains two items: the daemon itself (Daemon) and the configuration app (ConfigApp.app). To sign this product, first copy these items out of the archive: % mkdir "to-be-signed" % ditto "DaemonWithApp.xcarchive/Products/usr/local/bin/Daemon" "to-be-signed/Daemon" % ditto "DaemonWithApp.xcarchive/Products/Applications/ConfigApp.app" "to-be-signed/ConfigApp.app" IMPORTANT When you copy code, use ditto rather than cp. ditto preserves symlinks, which are critical to the structure of Mac frameworks. For more information on this structure, see Placing Content in a Bundle. Symlinks are also useful when dealing with nonstandard code structures. For more details, see Embedding Nonstandard Code Structures in a Bundle. The code you copy from the Xcode archive is typically development-signed: % codesign -d -vv to-be-signed/Daemon … Authority=Apple Development: … … To ship this code, you need to re-sign it for distribution. Confirm Your Code Signing Identity To sign code for distribution you need a code signing identity. Choose the right identity for your distribution channel: If you’re distributing an app on the Mac App Store, use an Apple Distribution code signing identity. This is named Apple Distribution: TTT, where TTT identifies your team. Alternatively, you can use the old school Mac App Distribution code signing identity. This is named 3rd Party Mac Developer Application: TTT, where TTT identifies your team. If you’re distributing a product independently, use a Developer ID Application code signing identity. This is named Developer ID Application: TTT, where TTT identifies your team. For information on how to set up these code signing identities, see Developer Account Help. To confirm that your code-signing identity is present and correct, run the following command: % security find-identity -p codesigning -v 1) A06E7F3F8237330EE15CB91BE1A511C00B853358 "Apple Distribution: …" 2) ADC03B244F4C1018384DCAFFC920F26136F6B59B "Developer ID Application: …" 2 valid identities found The -p codesigning argument filters for code-signing identities. The -v argument filters for valid identities only. If the code-signing identity that you need isn't listed, see Developer Account Help. Each output line includes a SHA-1 hash that uniquely identifies the identity. If you have multiple identities with the same name, sign your code using this hash rather than the identity name. Identify the Code to Sign To sign your product, first identify each code item that you need to sign. For example, in the DaemonWithApp product, there are four code items: ConfigApp.app, Core.framework, Share.appex, and Daemon. For each code item, determine the following: Is it bundled code? Is it a main executable? IMPORTANT For a code item to be considered bundled code it must be the main code within a bundle. If, for example, you have an app with a nested helper tool, there are two code items: the app and the helper tool. The app is considered bundle code but the helper tool is not. In some cases, it might not be obvious whether the code item is a main executable. To confirm, run the file command. A main executable says Mach-O … executable. For example: % file "to-be-signed/ConfigApp.app/Contents/Frameworks/Core.framework/Versions/A/Core" … … Mach-O 64-bit dynamically linked shared library x86_64 … % file "to-be-signed/ConfigApp.app/Contents/PlugIns/Share.appex/Contents/MacOS/Share" … … Mach-O 64-bit executable x86_64 … The Core.framework is not a main executable but Share.appex is. To continue the DaemonWithApp example, here’s a summary of this info for each of its code items: | Code Item | Bundled Code? | Main Executable | | --------- | ------------- | --------------- | | ConfigApp.app | yes | yes | | Core.framework | yes | no | | Share.appex | yes | yes | | Daemon | no | yes | Determine the Signing Order Sign code from the inside out. That is, if A depends on B, sign B before you sign A. For the DaemonWithApp example, the signing order for the app is: Core.framework Share.appex ConfigApp.app The app and daemon are independent, so you can sign them in either order. Configure Your Entitlements A code signature may include entitlements. These key-value pairs grant an executable permission to use a service or technology. For more information about this, see Entitlements. Entitlements only make sense on a main executable. When a process runs an executable, the system grants the process the entitlements claimed by its code signature. Do not apply entitlements to library code. It doesn’t do anything useful and can prevent your code from running. When signing a main executable, decide whether it needs entitlements. If so, create an entitlements file to use when signing that executable. This entitlements file is a property list containing the key-value pairs for the entitlements that the executable claims. If you build your product with Xcode, you might be able to use the .entitlements file that Xcode manages in your source code. If not, create the .entitlements file yourself. IMPORTANT The entitlements file must be a property list in the standard XML format with LF line endings, no comments, and no BOM. If you’re not sure of the file’s provenance, use plutil to convert it to the standard format. For specific instructions, see Ensure Properly Formatted Entitlements. If you have a development-signed version of your program you can get a head start on this by dumping its entitlements. For example: % codesign -d --entitlements - --xml "to-be-signed/ConfigApp.app" | plutil -convert xml1 -o - - … <dict> <key>com.apple.application-identifier</key> <string>SKMME9E2Y8.com.example.apple-samplecode.DaemonWithApp.App</string> <key>com.apple.developer.team-identifier</key> <string>SKMME9E2Y8</string> <key>com.apple.security.app-sandbox</key> <true/> <key>keychain-access-groups</key> <array> <string>SKMME9E2Y8.com.example.apple-samplecode.DaemonWithApp.SharedKeychain</string> </array> </dict> </plist> Keep in mind that some entitlements vary between development and distribution builds. For example: The value of the APS Environment (macOS) Entitlement changes from development to production. The com.apple.security.get-task-allow entitlement allows the debugger to attach to your program, so you rarely apply it to a distribution-signed program. To check whether an entitlement varies in distribution builds, see the documentation for that specific entitlement in Entitlements. For information about when it makes sense to distribute a program signed with the get-task-allow entitlement, see Avoid the Get-Task-Allow Entitlement section in Resolving Common Notarization Issues). Embed Distribution Provisioning Profiles In general, all entitlement claims must be authorized by a provisioning profile. This is an important security feature. For example, the fact that the keychain-access-groups entitlement must be authorized by a profile prevents other developers from shipping an app that impersonates your app in order to steal its keychain items. However, macOS allows programs to claim some entitlements without such authorization. These unrestricted entitlements include: com.apple.security.get-task-allow com.apple.security.application-groups Those used to enable and configure the App Sandbox Those used to configure the Hardened Runtime If your program claims a restricted entitlement, include a distribution provisioning profile to authorize that claim: Create the profile on the developer web site. Copy that profile into your program’s bundle. Note If your product includes a non-bundled executable that uses a restricted entitlement, package that executable in an app-like structure. For details on this technique, see Signing a Daemon with a Restricted Entitlement. To create a distribution provisioning profile, follow the instructions in Developer Account Help. Make sure to choose a profile type that matches your distribution channel (Mac App Store or Developer ID). Once you have a distribution provisioning profile, copy it into your program’s bundle. For information about where to copy it, see Placing Content in a Bundle. To continue the DaemonWithApp example, the configuration app and its share extension use a keychain access group to share secrets. The system grants the programs access to that group based on their keychain-access-groups entitlement claim, and such claims must be authorized by a provisioning profile. The app and the share extension each have their own profile. To distribute the app, update the app and share extension bundles with the corresponding distribution provisioning profile: % cp "ConfigApp-Dist.provisionprofile" "to-be-signed/ConfigApp.app/Contents/embedded.provisionprofile" % cp "Share-Dist.provisionprofile" "to-be-signed/ConfigApp.app/Contents/PlugIns/Share.appex/Contents/embedded.provisionprofile" Modifying the app in this way will break the seal on its code signature. This is fine because you are going to re-sign the app before distributing it. IMPORTANT If you’re building your product with Xcode then you might find that Xcode has embedded a provisioning profile within your bundle. This is a development provisioning profile. You must replace it with a distribution provisioning profile. Sign Each Code Item For all code types, the basic codesign command looks like this: % codesign -s III PPP Here III is the name of the code signing identity to use and PPP is the path to the code to sign. The specific identity you use for III varies depending on your distribution channel, as discussed in Confirm Your Code Signing, above. Note If you have multiple identities with the same name, supply the identity’s SHA-1 hash to specify it unambiguously. For information on how to get this hash, see Confirm Your Code Signing, above. When signing bundled code, as defined in Identify the Code to Sign, above, use the path to the bundle for PPP, not the path to the bundle’s main code. If you’re re-signing code — that is, the code you’re signing is already signed — add the -f option. If you’re signing a main executable that needs entitlements, add the --entitlements EEE option, where EEE is the path to the entitlements file for that executable. For information on how to create this file, see Configure Your Entitlements, above. If you’re signing for Developer ID distribution, add the --timestamp option to include a secure timestamp. If you’re signing a main executable for Developer ID distribution, add the -o runtime option to enable the Hardened Runtime. For more information about the Hardened Runtime, see Hardened Runtime. If you’re signing non-bundled code, add the -i BBB option to set the code signing identifier. Here BBB is the bundle ID the code would have if it had a bundle ID. For example, if you have an app whose bundle ID is com.example.flying-animals that has a nested command-line tool called pig-jato, the bundle ID for that tool would logically be com.example.flying-animals.pig-jato, and that’s a perfectly fine value to use for BBB. Note For bundled code, you don’t need to supply a code signing identifier because codesign defaults to using the bundle ID. Repeat this signing step for every code item in your product, in the order you established in Determine the Signing Order, above. If you have a complex product with many code items to sign, create a script to automate this process. Here's the complete sequence of commands to sign the DaemonWithApp example for Developer ID distribution: % codesign -s "Developer ID Application" -f --timestamp "to-be-signed/ConfigApp.app/Contents/Frameworks/Core.framework" to-be-signed/ConfigApp.app/Contents/Frameworks/Core.framework: replacing existing signature % codesign -s "Developer ID Application" -f --timestamp -o runtime --entitlements "Share.entitlements" "to-be-signed/ConfigApp.app/Contents/PlugIns/Share.appex" to-be-signed/ConfigApp.app/Contents/PlugIns/Share.appex: replacing existing signature % codesign -s "Developer ID Application" -f --timestamp -o runtime --entitlements "ConfigApp.entitlements" "to-be-signed/ConfigApp.app" to-be-signed/ConfigApp.app: replacing existing signature % codesign -s "Developer ID Application" -f --timestamp -o runtime -i "com.example.apple-samplecode.DaemonWithApp.Daemon" "to-be-signed/Daemon" to-be-signed/Daemon: replacing existing signature Consider Deep Harmful When signing code, do not pass the --deep option to codesign. This option is helpful in some specific circumstances but it will cause problems when signing a complex product. Specifically: It applies the same code signing options to every code item that it signs, something that’s not appropriate. For example, you might have an app with an embedded command-line tool, where the app and the tool need different entitlements. The --deep option will apply the same entitlements to both, which is a serious mistake. It only signs code that it can find, and it only finds code in nested code sites. If you put code in a place where the system is expecting to find data, --deep won’t sign it. The first issue is fundamental to how --deep works, and is the main reason you should avoid it. The second issue is only a problem if you don’t follow the rules for nesting code and data within a bundle, as documented in Placing Content in a Bundle. Revision History 2024-02-19 Added a preamble that links to the official documentation, Creating distribution-signed code for macOS. 2022-08-17 Updated the Confirm Your Code Signing Identity section to cover Apple Distribution code signing identities. Added a link to TN3110. 2022-03-01 First posted.
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0
8.2k
Feb ’24
Constant Failure to install package
Hello, I'm keeping on getting a failure when trying to install an App from Samsung Dex. The report says to "disconnect your phone to install" but NO phone is connected. I tried various command line and numerous troubleshooting to reset and refresh some KEXT but still issue exists. Here is the install.log below. What could be the work around this bug? How to reset and proceed with installation? Thank you p.p1 {margin: 0.0px 0.0px 0.0px 0.0px; font: 16.0px 'Helvetica Neue'; color: #262626; -webkit-text-stroke: #262626; background-color: #ffffff} span.s1 {font-kerning: none} 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: @(#)PROGRAM:Install  PROJECT:Install-1000 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: @(#)PROGRAM:Installer  PROJECT:Installer-1020 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Hardware: iMac18,2 @ 3.00 GHz (x 4), 32768 MB RAM 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Running OS Build: macOS 11.4 (20F71) 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: USER=KP 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: __CFBundleIdentifier=com.apple.installer 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: COMMAND_MODE=unix2003 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: LOGNAME=KP 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: PATH=/usr/bin:/bin:/usr/sbin:/sbin 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: SSH_AUTH_SOCK=/private/tmp/com.apple.launchd.LsIZhGSQv0/Listeners 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: SHELL=/bin/zsh 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: HOME=/Users/KP 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: __CF_USER_TEXT_ENCODING=0x1F5:0x0:0x0 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: TMPDIR=/var/folders/d_/hqzchb455m9ct55v66n3n2_w0000gn/T/ 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: XPC_SERVICE_NAME=application.com.apple.installer.1152921500312163432.1152921500312163437 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Env: XPC_FLAGS=0x0 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Samsung DeX  Installation Log 2021-07-08 19:33:08-04 KPs-iMac Installer[9137]: Opened from: /Volumes/Samsung DeX/Install Samsung DeX.pkg 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Package Authoring Error: <background_scaling> has an unsupported MIME type: X-NSObject/NSNumber 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Package Authoring Error: <background_alignment> has an unsupported MIME type: X-NSObject/NSNumber 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Package Authoring Error: has an unsupported MIME type: X-NSObject/NSNumber 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Failed to load specified background image 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Product archive /Volumes/Samsung DeX/Install Samsung DeX.pkg trustLevel=350 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: External component packages (2) trustLevel=350 2021-07-08 19:33:09-04 KPs-iMac Installer[9137]: Could not load resource readme: (null) 2021-07-08 19:33:16-04 KPs-iMac Installer[9137]: Installation checks failed. 2021-07-08 19:33:16-04 KPs-iMac Installer[9137]: Installation check failure.  . Disconnect your phone to install..
1
0
1.1k
Feb ’24
Unpacking Apple Archives
I support Mac code signing and notarisation for DTS and, as part of that work, I often need to look inside various Apple-specific archive file formats. This post explains how I do this. It’s mostly for the benefit of Future Quinn™, but I figured other folks would appreciate it as well. IMPORTANT This post explains low-level techniques for inspecting archives. Do not use them to create archives. Instead, create your archives using the highest-level tool that will get the job done [1]. Flat Installer Package A flat installer package — appropriate for uploading to the Mac App Store or the notary service — is actually a xar archive. Unpack it using the xar tool. For example: % # List the contents: % % xar -tf InstallTest-1.0d1.pkg com.example.apple-samplecode.InstallTest.pkg com.example.apple-samplecode.InstallTest.pkg/Bom com.example.apple-samplecode.InstallTest.pkg/Payload com.example.apple-samplecode.InstallTest.pkg/PackageInfo Distribution % % # Actually unpack: # % mkdir tmp % cd tmp % xar -xf ../InstallTest-1.0d1.pkg % find . . ./Distribution ./com.example.apple-samplecode.InstallTest.pkg ./com.example.apple-samplecode.InstallTest.pkg/Bom ./com.example.apple-samplecode.InstallTest.pkg/Payload ./com.example.apple-samplecode.InstallTest.pkg/PackageInfo See the xar man page for more info on that tool. The resulting Bom file is a ‘bill of materials’. For more on this, see the bom man page for details. Use lsbom to dump this: % lsbom ./com.example.apple-samplecode.InstallTest.pkg/Bom . 0 0/0 ./InstallTest.app … ./InstallTest.app/Contents … ./InstallTest.app/Contents/Info.plist … ./InstallTest.app/Contents/MacOS … ./InstallTest.app/Contents/MacOS/InstallTest … … The Payload file contains… you guessed it… the installer’s payload. This is a gzipped cpio archive. To unpack it, pipe the file through cpio: % cpio -i < com.example.apple-samplecode.InstallTest.pkg/Payload 5072 blocks % find InstallTest.app InstallTest.app InstallTest.app/Contents InstallTest.app/Contents/Info.plist InstallTest.app/Contents/MacOS InstallTest.app/Contents/MacOS/InstallTest … See the cpio man page for more info on that tool. Note This is a bit of a hassle so most of the time I use a third-party app to unpack installer packages. Which one? Well, I can’t give away all my secrets (-: Xip Archives To extract a xip archive (pronounced, I believe, as chip archive), run the xip tool with the --expand argument: % xip --expand XipTest.xip However, if that doesn’t work you’ll need to dig into the archive. First, undo the outer xar wrapper: % xar -xf XipTest.xip This produces two files, Content and Metadata: % ls -l total 7552 -rw-r--r-- 1 quinn staff 1683391 10 Jun 17:05 Content -rw-r--r-- 1 quinn staff 287 10 Jun 17:08 Metadata -rw-r--r-- 1 quinn staff 1697157 10 Jun 17:05 XipTest.xip The Metadata file is an XML property list: % cat Metadata … <dict> <key>UncompressedSize</key> <integer>2598653</integer> <key>Version</key> <integer>1</integer> </dict> </plist> The Content file is an Apple Archive. Unpack this using the aa tool: % aa extract -ignore-eperm -i Content -d tmp % find tmp tmp tmp/XipTest tmp/XipTest/XipTest.app tmp/XipTest/XipTest.app/Contents tmp/XipTest/XipTest.app/Contents/Info.plist tmp/XipTest/XipTest.app/Contents/MacOS tmp/XipTest/XipTest.app/Contents/MacOS/QCodeIndex tmp/XipTest/XipTest.app/Contents/MacOS/XipTest … See the aa man page for more info on that tool. Note aa was previously known as yaa. iOS App Archives iOS apps are stored in an .ipa file. This is actually a zip archive under the covers. To unpack it, change the file name extension to .zip and then double click it it in the Finder (or use your favourite unzipping tool, like unzip or ditto). Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" [1] For installer package specifically, productbuild is your friend, but you can also use the lower-level tools like productsign, pkgbuild, and pkgutil. Revision History 2024-02-20 Added the iOS App Archives section. Added a note about third-party apps to the end of the Flat Installer Package section. 2022-09-30 Changed yaa to aa and added a reference to the Apple Archive framework. 2021-02-26 Fixed the formatting. 2020-06-10 First posted.
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0
4.4k
Feb ’24
Testing a Notarised Product
To ship a product outside of the Mac App Store, you must notarise it. The notary service issues a notarised ticket, and the ultimate consumer of that ticket is Gatekeeper. However, Gatekeeper does not just check the ticket; it also applies a variety of other checks, and it’s possible for those checks to fail even if your notarised ticket is just fine. To avoid such problems showing up in the field, test your product’s compatibility with Gatekeeper before shipping it. To do this: Set up a fresh machine, one that’s never seen your product before. If your product supports macOS 10.15.x, x < 4, the best OS version to test with is 10.15.3 [1]. Download your product in a way that quarantines it (for example, using Safari). Disconnect the machine from the network. It might make sense to skip this step. See the discussion below. Install and use your product as your users would. If the product is signed, notarised, and stapled correctly, everything should work. If not, you’ll need to investigate what’s making Gatekeeper unhappy, fix that, and then retest. For detailed advice on that topic, see Resolving Trusted Execution Problems. Run this test on a fresh machine each time. This is necessary because Gatekeeper caches information about your product and it’s not easy to reset that cache. Your best option is to do this testing on a virtual machine (VM). Take a snapshot of the VM before the first test, and then restore to that snapshot when you want to retest. Also, by using a VM you can disable networking in step 3 without disrupting other work on your machine. The reason why you should disable networking in step 3 is to test that you’ve correctly stapled the notarised ticket on to your product. If, for some reason, you’re unable to do that stapling, it’s fine to skip step 3. However, be aware that this may cause problems for a user if they try to deploy your product to a Mac that does not have access to the wider Internet. For more background on this, see The Pros and Cons of Stapling. [1] macOS 10.15.4 fixes a bug that made Gatekeeper unnecessarily strict (r. 57278824), so by testing on 10.15.3 you’re exercising the worst case. The process described above is by far the best way to test your Gatekeeper compatibility because it accurately tests how your users run your product. However, you can also run a quick, albeit less accurate test, using various command-line tools. The exact process depends on the type of product you’re trying to check: App — Run spctl like this: % spctl -a -t exec -vvv WaffleVarnish.app Disk image — Run spctl like this: % spctl -a -t open -vvv --context context:primary-signature WaffleVarnish.dmg Installer package — Run spctl like this: % spctl -a -t install -vvv WaffleVarnish.pkg Other code — Run codesign like this: % codesign -vvvv -R="notarized" --check-notarization WaffleVarnish.bundle Note The last command requires macOS 10.15 or later. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" Revision history: 2023-10-20 Added links to Resolving Trusted Execution Problems and The Pros and Cons of Stapling. Made other minor editorial changes. 2021-02-26 Fixed the formatting. 2020-04-17 Added the section discussing spctl. 2020-03-25 First version.
0
0
4.2k
Oct ’23
Weird Files and Folder Permissions behavior (OS X Bug)
Hi All,I have noticed some really strange behavior with File and Folder Permissions on Catalina 10.15(19A603). I have done some simple tests such as using a text editor to read, view, create, update a file in Documents and I was able to successfully perform these operations even though I did NOT give the text editor File and Folder permissions. I also did not give the text editor Full Disk Access permissions.My question is this normal behavior, is this a bug? This seems to defeat the point of the permssions. These programs to not have permissions but they seem to work just fine.I have noticed some othe applications requesting permissions to so and when I Do Not Allow, they do not have access to read or write to specific files and folders. Does seem like consitent behavior.Edit: This is related to an issue we are experiencing. We develop a File/Folder sharing Application and some users who upgraded to Catalina are experiencing bad behavior because our App cannot read/write to their folder. What is strange is other users experienced no issues. I have personally experienced these cases below:1. MacOS notifies me to allow the App Folder/FIle permissions and I grant the app permission. (Everything works fine)2. App has no permissions and MacOS does not prompt me to allow Folder/File permission. (App Fails)3. App has no permissions but can still perform operations on Documents and Folders. (What?! This is really weird.)I have no idea what is going on here, just need some clarification as to what the behavior should be and what work needs to be done on our end.
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2.9k
Oct ’23
The staple and validate action failed! Error 73.
HiI have a flat pkg that I sucessfully notarised but when I come to staple the ticket I get the following error:"Although we wrote the ticket, the written data did not validate. Please restore thefile.pkg from backup to try again.The staple and validate action failed! Error 73."I did not touch the pkg in teh few minutes it took to receive the confirmaton email. The pkg itself looks notarised when I check it. Strange...
7
0
4.1k
Jul ’23
Stapling Error 65 (Applescript app)
Trying to notarize and AppleScript app following the instructions at Der Flounder (that are based on an Automator app).Code Signing works fineNotarization work fine.However when trying to stape the successful notarization the response to:xcrun stapler staple "/Volumes/HardDrive/MyApp.app"is:Processing: /Volumes/HardDrive/MyApp.app CloudKit query for MyApp.app (2/936578f9cf6dff6314bdebeba427cac9dab3f7e8) failed due to "record not found". Could not find base64 encoded ticket in response for 2/936578f9cf6dff6314bdebeba427cac9dab3f7e8 The staple and validate action failed! Error 65.
22
0
11k
Jul ’23