No worries, and thanks for the update. I upgraded to Sequoia and Xcode 16.2, so hopefully I can make progress with that combo.

A lot of great info here - very much appreciated! I've read most of it over the last few weeks and kept running into issues, but I'll revisit it with the new macOS/Xcode combo I installed to see what progress I make. There are a lot of Ruby programmers that would like to build apps for macOS, and while I realize it's not a priority for Apple, I'm hoping to share my progress with them so they can focus on building cool things. I'll follow up here as I run into issues. Thanks again.

As suggested, I created a sample project in Xcode, which contains: macos-template.xcodeproj project.pbxproj project.xcworkspace contents.xcworkspacedata xcshareddata swiftpm configuration xcuserdata chip.xcuserdatad UserInterfaceState.xcuserstate xcuserdata chip.xcuserdatad xcschemes xcschememanagement.plist Apologies for formatting. This doesn't match "Placing content in a bundle". Is there a way to Export the structure? I tried to Archive, but that just prompts to Distribute/Validate. Thanks.

security find-identity -v B9C100CC75910543E3FCD9AE63357AE4E2736723 "Apple Development: Harroll Dean Castle (76CZ7DC9QM)" D67F1D2EE9FC682B0BDAFDA1924936335C6E7595 "Apple Distribution: Chip Castle Dot Com, Inc. (BXN9N7MNU3)" D99EF2166A4F18DC4DA375C39F20F3DF2656E841 "3rd Party Mac Developer Installer: Chip Castle Dot Com, Inc. (BXN9N7MNU3)" 3 valid identities found

Additionally, I noticed the error refers to the com.apple.quarantine extended file attribute, not com.apple.macl that xattr returns, so I'm not sure where it is coming from.

Note: I rebuilt the pkg file using the .app bundle under /tmp because that's where the output of xar went. Additionally, the com.apple.security.app-sandbox key is set to true in the entitlement and plutil returns OK for that file. Thank you for your suggestions.

I fixed this by bumping my version number in Info.plist (under ~/Desktop/distribution/PATHmanager.app, not /tmp), running my codesign script, and the Transporter upload was successful! Unfortunately, launching the app from TestFlight gave me this error: “date_core.bundle” Not Opened Apple could not verify “date_core.bundle” is free of malware that may harm your Mac or compromise your privacy. I'm not sure what that is, but wanted to post an update on my progress anyway.

codesign --verify -vvv "PATHmanager.app" PATHmanager.app: code object is not signed at all

Oops, sorry! That was the result of me verifying the distribution .app folder, not the .app folder from the .pkg. I'll recreate and repost. Thanks.

λ xattr PATHmanager.app/Contents/MacOS/PATHmanager com.apple.macl

Yes, that would be great. Here's the link: https://drive.google.com/file/d/151vM5cQBjaIO5IdwmwocHeuUqN17QrNL/view?usp=drive_link If you have trouble with that link, let me know and I'll upload the pkg to another location. Thank you.