Error: obs-ndi: Operation not permitted @ apply2files - unable to update

[srobadelic]

Verification

• I understand that if I ignore these instructions, my issue may be closed without review.
• I have retried my command with --force.
• I ran brew update-reset && brew update and retried my command.
• I ran brew doctor, fixed as many issues as possible and retried my command.
• I have checked the instructions for reporting bugs.
• I made doubly sure this is not a checksum does not match / SHA256 mismatch error (do not open an issue before trying to open a PR to fix first).

Description of issue

During brew update and upgrade or with install --force, I am unable to upgrade obs-ndi. Followed all steps on the list above, looked elsewhere. I tried to create a flat file or symlink as a slug in case it just wanted a file to clean up with no luck.
@axiom ~ brew update;brew upgrade
==> Updating Homebrew...
Already up-to-date.
==> Casks with 'auto_updates true' or 'version :latest' will not be upgraded; pass --greedy to u
==> Upgrading 1 outdated package:
obs-ndi 4.13.1 -> 4.14.1
==> Upgrading obs-ndi
==> Downloading https://raw.githubusercontent.com/Homebrew/homebrew-cask/5f6c0a89a82484f8dd45cd2fe
Already downloaded: /Users//Library/Caches/Homebrew/downloads/410d87a7b5607fdcc54c18693591a2394fc482eea85785c1bac4d36059ba0e34--obs-ndi.rb
==> Downloading https://github.com/obs-ndi/obs-ndi/releases/download/4.14.1/obs-ndi-4.14.1-macos-u
Already downloaded: /Users//Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg
All dependencies satisfied.
Removing obs-ndi symlinks from in ~/Library/Application Support/obs-studio/plugins
==> Purging files for version 4.14.1 of Cask obs-ndi
Error: obs-ndi: Operation not permitted @ apply2files - /Users//Library/Application Support/obs-studio/plugins/obs-ndi.plugin
@axiom ~

This breaks all other pending upgrades from happening, so it basically makes homebrew useless for me. I would rather not backup and restore all of my formulae I have about 350 of them. Thanks.

Command that failed

brew install --no-quarantine --force --cask obs-ndi --verbose --debug

Output of command with --verbose --debug

<username>@axiom  ~  brew install --no-quarantine --force --cask obs-ndi --verbose --debug
==> Downloading https://formulae.brew.sh/api/cask.jws.json
/usr/bin/env /usr/local/Homebrew/Library/Homebrew/shims/shared/curl --disable --cookie /dev/null --globoff --user-agent Homebrew/4.3.14\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 14.6.1\)\ curl/8.7.1 --header Accept-Language:\ en --fail --remote-time --output /Users/<username>/Library/Caches/Homebrew/api/cask.jws.json --location --time-cond /Users/<username>/Library/Caches/Homebrew/api/cask.jws.json --disable --cookie /dev/null --globoff --show-error --user-agent Homebrew/4.3.14\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 14.6.1\)\ curl/8.7.1 --header Accept-Language:\ en --fail --compressed --speed-limit 100 --speed-time 5 https://formulae.brew.sh/api/cask.jws.json
  % Total    % Received % Xferd  Average Speed   Time    Time     Time  Current
                                 Dload  Upload   Total   Spent    Left  Speed
  0     0    0     0    0     0      0      0 --:--:-- --:--:-- --:--:--     0
/usr/local/Homebrew/Library/Homebrew/brew.rb (Cask::CaskLoader::FromAPILoader): loading obs-ndi
==> Upgrading 1 outdated package:
/usr/local/Homebrew/Library/Homebrew/brew.rb (Cask::CaskLoader::FromPathLoader): loading /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb
obs-ndi 4.13.1 -> 4.14.1
==> Started upgrade process for Cask obs-ndi
==> Upgrading obs-ndi
==> Printing caveats
==> Cask::Installer#fetch
==> Downloading https://raw.githubusercontent.com/Homebrew/homebrew-cask/5f6c0a89a82484f8dd45cd2fed8c9a218b2a1742/Casks/o/obs-ndi.rb
/usr/bin/env /usr/local/Homebrew/Library/Homebrew/shims/shared/curl --disable --cookie /dev/null --globoff --show-error --user-agent Homebrew/4.3.14\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 14.6.1\)\ curl/8.7.1 --header Accept-Language:\ en --retry 3 --fail --location --silent --head https://raw.githubusercontent.com/Homebrew/homebrew-cask/5f6c0a89a82484f8dd45cd2fed8c9a218b2a1742/Casks/o/obs-ndi.rb
/usr/bin/env /usr/local/Homebrew/Library/Homebrew/shims/shared/curl --disable --cookie /dev/null --globoff --show-error --user-agent Homebrew/4.3.14\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 14.6.1\)\ curl/8.7.1 --header Accept-Language:\ en --retry 3 --fail --location --silent --head --request GET https://raw.githubusercontent.com/Homebrew/homebrew-cask/5f6c0a89a82484f8dd45cd2fed8c9a218b2a1742/Casks/o/obs-ndi.rb
Already downloaded: /Users/<username>/Library/Caches/Homebrew/downloads/410d87a7b5607fdcc54c18693591a2394fc482eea85785c1bac4d36059ba0e34--obs-ndi.rb
==> Verifying checksum for '410d87a7b5607fdcc54c18693591a2394fc482eea85785c1bac4d36059ba0e34--obs-ndi.rb'
==> Downloading https://github.com/obs-ndi/obs-ndi/releases/download/4.14.1/obs-ndi-4.14.1-macos-universal.pkg
/usr/bin/env /usr/local/Homebrew/Library/Homebrew/shims/shared/curl --disable --cookie /dev/null --globoff --show-error --user-agent Homebrew/4.3.14\ \(Macintosh\;\ Intel\ Mac\ OS\ X\ 14.6.1\)\ curl/8.7.1 --header Accept-Language:\ en --retry 3 --fail --location --silent --head https://github.com/obs-ndi/obs-ndi/releases/download/4.14.1/obs-ndi-4.14.1-macos-universal.pkg
Already downloaded: /Users/<username>/Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg
==> Checking quarantine support
/usr/bin/env /usr/bin/xattr -h
/usr/bin/env /Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin/swift -target x86_64-apple-macosx14 /usr/local/Homebrew/Library/Homebrew/cask/utils/quarantine.swift
==> Quarantine is available.
==> Verifying Gatekeeper status of /Users/<username>/Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg
/usr/bin/env /usr/bin/xattr -p com.apple.quarantine /Users/<username>/Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg
==> /Users/<username>/Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg is not quarantined
==> Verifying checksum for 'bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg'
/usr/local/Homebrew/Library/Homebrew/brew.rb (Cask::CaskLoader::FromAPILoader): loading libndi
/usr/bin/env hdiutil imageinfo -format /Users/<username>/Library/Caches/Homebrew/downloads/bd30e029a1893b7155a5a43e5c16e6d9d4007e45be5ce7552b5da5da5fea68ed--obs-ndi-4.14.1-macos-universal.pkg
All dependencies satisfied.
==> Uninstalling artifacts
==> 4 artifacts defined
#<Cask::ArtifactSet: {#<Cask::Artifact::PreflightBlock:0x000000012ddd5cb0 @cask=#<Cask obs-ndi /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb>, @dsl_args=[], @directives={:uninstall_preflight=>#<Proc:0x000000012ddd5d00 /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb:32>}>, #<Cask::Artifact::Uninstall:0x000000012ddd5968 @cask=#<Cask obs-ndi /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb>, @dsl_args=[{:pkgutil=>["'fr.palakis.obs-ndi'", "com.newtek.ndi.runtime", "fr.palakis.obs-ndi"]}], @directives={:pkgutil=>["'fr.palakis.obs-ndi'", "com.newtek.ndi.runtime", "fr.palakis.obs-ndi"], :signal=>[]}>, #<Cask::Artifact::Pkg:0x000000012d457e40 @cask=#<Cask obs-ndi /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb>, @dsl_args=["obs-ndi-4.13.1-macos-universal.pkg"], @path=#<Pathname:/usr/local/Caskroom/obs-ndi/4.13.1/obs-ndi-4.13.1-macos-universal.pkg>, @stanza_options={}>, #<Cask::Artifact::PostflightBlock:0x000000012ddd5df0 @cask=#<Cask obs-ndi /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb>, @dsl_args=[], @directives={:postflight=>#<Proc:0x000000012ddd5e40 /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb:22>}>}>
==> Uninstalling artifact of class Cask::Artifact::PreflightBlock
Removing obs-ndi symlinks from in ~/Library/Application Support/obs-studio/plugins
==> Purging files for version 4.14.1 of Cask obs-ndi
Error: obs-ndi: Operation not permitted @ apply2files - /Users/<username>/Library/Application Support/obs-studio/plugins/obs-ndi.plugin
/usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb:36:in `unlink'
/usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb:36:in `block (2 levels) in load'
/usr/local/Homebrew/Library/Homebrew/cask/artifact/abstract_flight_block.rb:47:in `instance_eval'
/usr/local/Homebrew/Library/Homebrew/cask/artifact/abstract_flight_block.rb:47:in `abstract_phase'
/usr/local/Homebrew/Library/Homebrew/cask/artifact/abstract_flight_block.rb:30:in `uninstall_phase'
/usr/local/Homebrew/Library/Homebrew/cask/installer.rb:489:in `block in uninstall_artifacts'
/usr/local/Homebrew/Library/Homebrew/cask/artifact_set.rb:10:in `each'
/usr/local/Homebrew/Library/Homebrew/cask/artifact_set.rb:10:in `each'
/usr/local/Homebrew/Library/Homebrew/cask/installer.rb:486:in `uninstall_artifacts'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `bind_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `validate_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/_methods.rb:277:in `block in _on_method_added'
/usr/local/Homebrew/Library/Homebrew/cask/installer.rb:445:in `start_upgrade'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `bind_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `validate_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/_methods.rb:277:in `block in _on_method_added'
/usr/local/Homebrew/Library/Homebrew/cask/upgrade.rb:197:in `upgrade_cask'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `bind_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `validate_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/_methods.rb:277:in `block in _on_method_added'
/usr/local/Homebrew/Library/Homebrew/cask/upgrade.rb:115:in `block in upgrade_casks'
/usr/local/Homebrew/Library/Homebrew/cask/upgrade.rb:114:in `each'
/usr/local/Homebrew/Library/Homebrew/cask/upgrade.rb:114:in `upgrade_casks'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `bind_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `validate_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/_methods.rb:277:in `block in _on_method_added'
/usr/local/Homebrew/Library/Homebrew/cmd/install.rb:252:in `run'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `bind_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/call_validation.rb:270:in `validate_call'
/usr/local/Homebrew/Library/Homebrew/vendor/bundle/ruby/3.3.0/gems/sorbet-runtime-0.5.11514/lib/types/private/methods/_methods.rb:277:in `block in _on_method_added'
/usr/local/Homebrew/Library/Homebrew/brew.rb:96:in `<main>'
 <username>@axiom  ~

Output of brew doctor and brew config

<username>@axiom  ~  brew doctor
Your system is ready to brew.
 <username>@axiom  ~  brew config 
HOMEBREW_VERSION: 4.3.14
ORIGIN: https://github.com/Homebrew/brew
HEAD: 39d51a45e89ddb4572494c845522509e3deeeb61
Last commit: 4 days ago
Core tap JSON: 11 Aug 14:56 UTC
Core cask tap JSON: 11 Aug 14:51 UTC
HOMEBREW_PREFIX: /usr/local
HOMEBREW_CASK_OPTS: []
HOMEBREW_DISPLAY: /private/tmp/com.apple.launchd.7PfzmFSyo4/org.xquartz:0
HOMEBREW_MAKE_JOBS: 16
HOMEBREW_SORBET_RUNTIME: set
Homebrew Ruby: 3.3.4 => /usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/3.3.4_1/bin/ruby
CPU: 16-core 64-bit kabylake
Clang: 15.0.0 build 1500
Git: 2.46.0 => /usr/local/bin/git
Curl: 8.7.1 => /usr/bin/curl
macOS: 14.6.1-x86_64
CLT: 15.3.0.0.1.1708646388
Xcode: 15.4

Output of brew tap

<username>@axiom  ~  brew tap
danielbayley/docket
homebrew/autoupdate
homebrew/bundle
homebrew/services
jeffreywildman/virt-manager
ubuntu/microk8s

[khipp]

@srobadelic It seems like the issue happened while removing the previous version 4.13.1. Try to remove the offending lines in /usr/local/Caskroom/obs-ndi/.metadata/4.13.1/20240301143045.548/Casks/obs-ndi.rb before running the upgrade. Delete the following block:

  uninstall_preflight do
    puts "Removing #{token} symlinks from in ~/Library/Application Support/obs-studio/plugins"
    target = Pathname.new("~/Library/Application Support/obs-studio/plugins").expand_path

    File.unlink("#{target}/obs-ndi.plugin", "#{target}/obs-ndi.plugin.dSYM")
  end