homebrew-cask: brew cask upgrade / install fails with quarantine error

General troubleshooting steps

• I have retried my command with --force and the issue is still present.
• I have checked the instructions for reporting bugs.
• I made doubly sure this is not a checksum does not match error.
• 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 understand that if I ignore these instructions, my issue may be closed without review.

Description of issue

Cask upgrade fails for any cask that has an update. Installing a cask also fails with similar message. I’ve tried to install whatsapp for example. I tried to remove macupdate first and then reinstalled, which hasn’t helped. I followed all the directions above best i could. If I missed anything please let me know. I Googled to see if this was posted before and and came up empty.

Command that failed

○ → brew cask upgrade vlc
==> Upgrading 1 outdated package, with result:
vlc 3.0.4
==> Satisfying dependencies
==> Downloading https://get.videolan.org/vlc/3.0.4/macosx/vlc-3.0.4.dmg
Already downloaded: /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> Verifying checksum for Cask vlc
==> Starting upgrade for Cask vlc
==> Backing App 'VLC.app' up to '/usr/local/Caskroom/vlc/3.0.3/VLC.app'.
==> Removing App '/Applications/VLC.app'.
==> Unlinking Binary '/usr/local/bin/vlc'.
hdiutil attach -plist -nobrowse -readonly -noidme -mountrandom /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-tvq29f /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
mkbom -s -i /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23865-1d0ezv4.list -- /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23865-6ealqr.bom
ditto --bom /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23865-6ealqr.bom -- /private/var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-tvq29f/dmg.lT9mco /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-f0bka0
diskutil eject /private/var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-tvq29f/dmg.lT9mco
cp -pR /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-f0bka0/VLC.app/. /usr/local/Caskroom/vlc/3.0.4/VLC.app
cp -pR /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23865-f0bka0/.background.tiff /usr/local/Caskroom/vlc/3.0.4/.background.tiff
==> Purging files for version 3.0.4 of Cask vlc
==> Purging files for version 3.0.4 of Cask vlc
Warning: Reverting upgrade for Cask vlc
==> Moving App 'VLC.app' to '/Applications/VLC.app'.
==> Linking Binary 'vlc.wrapper.sh' to '/usr/local/bin/vlc'.
Error: Failed to quarantine one or more files within /usr/local/Caskroom/vlc/3.0.4.

Output of command with --force --verbose --debug

○ → brew cask upgrade vlc --force --debug --verbose
==> Upgrading 1 outdated package, with result:
vlc 3.0.4
==> Started upgrade process for Cask vlc
==> Printing caveats
==> Hbc::Installer#fetch
==> Satisfying dependencies
==> Downloading
==> Downloading https://get.videolan.org/vlc/3.0.4/macosx/vlc-3.0.4.dmg
Already downloaded: /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> Quarantine is available.
==> Verifying Gatekeeper status of /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
/usr/bin/xattr -p com.apple.quarantine /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg is quarantined
==> Downloaded to -> /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> Verifying download
==> Determining which verifications to run for Cask vlc
==> Checking for verification class Hbc::Verify::Checksum
==> 1 verifications defined
Hbc::Verify::Checksum
==> Running verification of class Hbc::Verify::Checksum
==> Verifying checksum for Cask vlc
==> SHA256 checksums match
==> Starting upgrade for Cask vlc
==> Un-installing artifacts
==> 4 artifact/s defined
#<SortedSet:0x000000010137c858>
==> Un-installing artifact of class Hbc::Artifact::PreflightBlock
==> Un-installing artifact of class Hbc::Artifact::App
==> Backing App 'VLC.app' up to '/usr/local/Caskroom/vlc/3.0.3/VLC.app'.
/bin/cp -pR /Applications/VLC.app /usr/local/Caskroom/vlc/3.0.3/VLC.app
==> Removing App '/Applications/VLC.app'.
==> Un-installing artifact of class Hbc::Artifact::Binary
==> Unlinking Binary '/usr/local/bin/vlc'.
==> Hbc::Installer#stage
hdiutil imageinfo /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> Extracting primary container
==> Using container class UnpackStrategy::Dmg for /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
hdiutil attach -plist -nobrowse -readonly -noidme -mountrandom /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-8wxp6s /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
find . -print0
mkbom -s -i /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23180-14c93na.list -- /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23180-10beo5c.bom
ditto --bom /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/20180901-23180-10beo5c.bom -- /private/var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-8wxp6s/dmg.TRCZOV /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-1m20ync
diskutil eject /private/var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-8wxp6s/dmg.TRCZOV
cp -pR /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-1m20ync/VLC.app/. /usr/local/Caskroom/vlc/3.0.4/VLC.app
cp -pR /var/folders/11/kqgth1g965q8pcb7ld1czjsr46_xz_/T/d20180901-23180-1m20ync/.background.tiff /usr/local/Caskroom/vlc/3.0.4/.background.tiff
==> Quarantine is available.
==> Verifying Gatekeeper status of /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
/usr/bin/xattr -p com.apple.quarantine /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
==> /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg is quarantined
==> Propagating quarantine from /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg to /usr/local/Caskroom/vlc/3.0.4
/usr/bin/xattr -p com.apple.quarantine /Users/LanikSJ/Library/Caches/Homebrew/downloads/68f44e9b95994989831fa4d0d130402a5297584ba02c0645253de135a2a59b87--vlc-3.0.4.dmg
/usr/bin/xattr -w -rs com.apple.quarantine 0081\;5b8aa63e\;Homebrew-Cask\;D59ABDBE-93B7-4B30-ACFD-01CACE2DF374 /usr/local/Caskroom/vlc/3.0.4
==> Purging files for version 3.0.4 of Cask vlc
==> Purging files for version 3.0.4 of Cask vlc
Warning: Reverting upgrade for Cask vlc
==> Installing artifacts
==> 4 artifact/s defined
#<SortedSet:0x000000010137c858>
==> Installing artifact of class Hbc::Artifact::PreflightBlock
==> Installing artifact of class Hbc::Artifact::App
==> Moving App 'VLC.app' to '/Applications/VLC.app'.
==> Installing artifact of class Hbc::Artifact::Binary
==> Linking Binary 'vlc.wrapper.sh' to '/usr/local/bin/vlc'.
/bin/ln -h -f -s -- /usr/local/Caskroom/vlc/3.0.3/vlc.wrapper.sh /usr/local/bin/vlc
==> Adding com.apple.metadata:kMDItemAlternateNames metadata
/usr/bin/xattr -p com.apple.metadata:kMDItemAlternateNames /usr/local/Caskroom/vlc/3.0.3/vlc.wrapper.sh
==> Existing metadata is: '("vlc"
, "vlc")
'
/bin/chmod -- u\+rw /usr/local/Caskroom/vlc/3.0.3/vlc.wrapper.sh /usr/local/Caskroom/vlc/3.0.3/vlc.wrapper.sh
/usr/bin/xattr -w com.apple.metadata:kMDItemAlternateNames \(\(\"vlc\"'
',\ \"vlc\"\)'
',\ \"vlc\"\) /usr/local/Caskroom/vlc/3.0.3/vlc.wrapper.sh
Error: Failed to quarantine one or more files within /usr/local/Caskroom/vlc/3.0.4.
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/quarantine.rb:77:in `propagate'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/installer.rb:191:in `extract_primary_container'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/installer.rb:75:in `stage'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli/upgrade.rb:73:in `block in run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli/upgrade.rb:33:in `each'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli/upgrade.rb:33:in `run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli/abstract_command.rb:34:in `run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:90:in `run_command'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:156:in `run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:121:in `run'
/usr/local/Homebrew/Library/Homebrew/cmd/cask.rb:7:in `cask'
/usr/local/Homebrew/Library/Homebrew/brew.rb:89:in `<main>'
Error: Kernel.exit
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:161:in `exit'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:161:in `rescue in run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:144:in `run'
/usr/local/Homebrew/Library/Homebrew/cask/lib/hbc/cli.rb:121:in `run'
/usr/local/Homebrew/Library/Homebrew/cmd/cask.rb:7:in `cask'
/usr/local/Homebrew/Library/Homebrew/brew.rb:89:in `<main>'

Output of brew cask doctor

○ → brew cask doctor
==> Homebrew-Cask Version
Homebrew-Cask 1.7.2-102-g93430e6
Homebrew/homebrew-cask (git revision 8101f; last commit 2018-09-01)
==> macOS
10.14
==> SIP
Enabled
==> Java
N/A
==> Homebrew-Cask Install Location
<NONE>
==> Homebrew-Cask Staging Location
/usr/local/Caskroom
==> Homebrew-Cask Taps:
/usr/local/Homebrew/Library/Taps/homebrew/homebrew-cask (4041 casks)
/usr/local/Homebrew/Library/Taps/homebrew/homebrew-cask-versions (195 casks)
/usr/local/Homebrew/Library/Taps/homebrew/homebrew-cask-drivers (152 casks)
==> Contents of $LOAD_PATH
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/gems/2.3.0/gems/did_you_mean-1.0.0/lib
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/site_ruby/2.3.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/site_ruby/2.3.0/x86_64-darwin9.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/site_ruby/2.3.0/universal-darwin9.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/site_ruby
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/vendor_ruby/2.3.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/vendor_ruby/2.3.0/x86_64-darwin9.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/vendor_ruby/2.3.0/universal-darwin9.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/vendor_ruby
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/2.3.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/2.3.0/x86_64-darwin9.0
/usr/local/Homebrew/Library/Homebrew/vendor/portable-ruby/2.3.7/lib/ruby/2.3.0/universal-darwin9.0
/usr/local/Homebrew/Library/Homebrew/cask/lib
/usr/local/Homebrew/Library/Homebrew
==> Environment Variables
LC_ALL="en_US.UTF-8"
PATH="/usr/bin:/bin:/usr/sbin:/sbin:/usr/local/Homebrew/Library/Homebrew/shims/scm"
SHELL="/usr/local/bin/bash"

Output of brew tap

○ → brew tap
homebrew/bundle
homebrew/cask
homebrew/cask-drivers
homebrew/cask-versions
homebrew/command-not-found
homebrew/completions
homebrew/core
homebrew/services
homebrew/versions