pkill error for upgrading trader-workstation

[Knapsack44]

Verification

• [X] I understand that if I ignore these instructions, my issue may be closed without review.
• [X] I have retried my command with --force.
• [X] I ran brew update-reset && brew update and retried my command.
• [X] I ran brew doctor, fixed as many issues as possible and retried my command.
• [X] I have checked the instructions for reporting bugs.
• [X] I made doubly sure this is not a checksum does not match error.

Description of issue

When I'm trying to upgrade the cask trader-workstation, I'm getting the following error

Error: trader-workstation: Failure while executing; `/usr/bin/pkill -f /Applications/Trader\ Workstation/Trader\ Workstation.app` exited with 1.

Command that failed

brew upgrade trader-workstation

Output of command with --verbose --debug

==> Auto-updated Homebrew!
Updated 1 tap (homebrew/core).
==> Updated Formulae
Updated 9 formulae.

==> Upgrading 1 outdated package:
trader-workstation 10.11.2c -> 10.11.2h
==> Started upgrade process for Cask trader-workstation
==> Upgrading trader-workstation
==> Printing caveats
==> Cask::Installer#fetch
==> Downloading https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg
/opt/homebrew/Library/Homebrew/shims/shared/curl --disable --cookie /dev/null --globoff --show-error --user-agent Homebrew/3.3.9-196-ga2935d4\ \(Macintosh\;\ arm64\ Mac\ OS\ X\ 11.6.2\)\ curl/7.64.1 --header Accept-Language:\ en --retry 3 --location --silent --head --request GET https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg
Already downloaded: /Users/markusfeilen/Library/Caches/Homebrew/downloads/5eaf003ba46a480d75971940009350e18e72ca9b0231b74b314b87cb5567271c--tws-latest-macosx-x64.dmg
==> Checking quarantine support
/usr/bin/xattr -h
/usr/bin/swift /opt/homebrew/Library/Homebrew/cask/utils/quarantine.swift
==> Unknown support status
Warning: No checksum defined for cask 'trader-workstation', skipping verification.
hdiutil imageinfo -format /Users/markusfeilen/Library/Caches/Homebrew/downloads/5eaf003ba46a480d75971940009350e18e72ca9b0231b74b314b87cb5567271c--tws-latest-macosx-x64.dmg
==> Uninstalling artifacts
==> 3 artifacts defined
#<SortedSet: {#<Cask::Artifact::PreflightBlock:0x000000012a1ec988 @cask=#<Cask::Cask:0x000000012a1e6ce0 @token="trader-workstation", @sourcefile_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb>, @source="cask \"trader-workstation\" do\n  version \"10.11.2c\"\n  sha256 :no_check\n\n  url \"https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg\"\n  name \"Trader Workstation\"\n  desc \"Trading software\"\n  homepage \"https://www.interactivebrokers.com/\"\n\n  livecheck do\n    url \"https://download2.interactivebrokers.com/installers/tws/latest/version.json\"\n    regex(/\"buildVersion\"\\s*:\\s*\"(\\d+(?:\\.\\d+)+[a-z]*)\"/i)\n  end\n\n  installer script: {\n    executable: \"\#{staged_path}/Trader Workstation Installer.app/Contents/MacOS/JavaApplicationStub\",\n    args:       [\"-q\"],\n  }\n\n  uninstall_preflight do\n    system_command \"/usr/bin/pkill\", args: [\"-f\", \"/Applications/Trader Workstation/Trader Workstation.app\"]\n  end\n\n  uninstall quit:   \"com.install4j.5889-6375-8446-2021\",\n            script: {\n              executable: \"/Applications/Trader Workstation/Trader Workstation Uninstaller.app/Contents/MacOS/JavaApplicationStub\",\n              args:       [\"-q\"],\n            }\nend\n", @tap=nil, @block=#<Proc:0x000000012a1e6c18@/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb:1>, @default_config=#<Cask::Config:0x000000012a1e6bf0 @explicit={}>, @caskroom_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation>, @metadata_main_container_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata>, @config=#<Cask::Config:0x000000012a1e4f58 @explicit={}, @default={:languages=>["en-DE", "de-DE"], :appdir=>#<Pathname:/Applications>, :colorpickerdir=>#<Pathname:/Users/markusfeilen/Library/ColorPickers>, :prefpanedir=>#<Pathname:/Users/markusfeilen/Library/PreferencePanes>, :qlplugindir=>#<Pathname:/Users/markusfeilen/Library/QuickLook>, :mdimporterdir=>#<Pathname:/Users/markusfeilen/Library/Spotlight>, :dictionarydir=>#<Pathname:/Users/markusfeilen/Library/Dictionaries>, :fontdir=>#<Pathname:/Users/markusfeilen/Library/Fonts>, :servicedir=>#<Pathname:/Users/markusfeilen/Library/Services>, :input_methoddir=>#<Pathname:/Users/markusfeilen/Library/Input Methods>, :internet_plugindir=>#<Pathname:/Users/markusfeilen/Library/Internet Plug-Ins>, :audio_unit_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/Components>, :vst_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST>, :vst3_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST3>, :screen_saverdir=>#<Pathname:/Users/markusfeilen/Library/Screen Savers>}, @env={}>, @dsl=#<Cask::DSL:0x000000012a1ee738 @cask=#<Cask::Cask:0x000000012a1e6ce0 ...>, @token="trader-workstation", @version="10.11.2c", @sha256=:no_check, @url=#<URL::DSL:0x000000012a1edea0 @uri=#<URI::HTTPS https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg>, @verified=nil, @using=nil, @tag=nil, @branch=nil, @revisions=nil, @revision=nil, @trust_cert=nil, @cookies=nil, @referer=nil, @header=nil, @user_agent=:default, @data=nil, @specs={:user_agent=>:default}>, @name=["Trader Workstation"], @desc="Trading software", @homepage="https://www.interactivebrokers.com/", @livecheck=#<Livecheck:0x000000012a1ed928 @formula_or_cask=#<Cask::DSL:0x000000012a1ee738 ...>, @referenced_cask_name=nil, @referenced_formula_name=nil, @regex=/"buildVersion"\s*:\s*"(\d+(?:\.\d+)+[a-z]*)"/i, @skip=false, @skip_msg=nil, @strategy=nil, @url="https://download2.interactivebrokers.com/installers/tws/latest/version.json">, @livecheckable=true, @staged_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/10.11.2c>, @artifacts=#<SortedSet: {...}>, @language_eval=nil>>, @directives={:uninstall_preflight=>#<Proc:0x000000012a1ec9d8@/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb:20>}>, #<Cask::Artifact::Uninstall:0x000000012a1ec5f0 @cask=#<Cask::Cask:0x000000012a1e6ce0 @token="trader-workstation", @sourcefile_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb>, @source="cask \"trader-workstation\" do\n  version \"10.11.2c\"\n  sha256 :no_check\n\n  url \"https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg\"\n  name \"Trader Workstation\"\n  desc \"Trading software\"\n  homepage \"https://www.interactivebrokers.com/\"\n\n  livecheck do\n    url \"https://download2.interactivebrokers.com/installers/tws/latest/version.json\"\n    regex(/\"buildVersion\"\\s*:\\s*\"(\\d+(?:\\.\\d+)+[a-z]*)\"/i)\n  end\n\n  installer script: {\n    executable: \"\#{staged_path}/Trader Workstation Installer.app/Contents/MacOS/JavaApplicationStub\",\n    args:       [\"-q\"],\n  }\n\n  uninstall_preflight do\n    system_command \"/usr/bin/pkill\", args: [\"-f\", \"/Applications/Trader Workstation/Trader Workstation.app\"]\n  end\n\n  uninstall quit:   \"com.install4j.5889-6375-8446-2021\",\n            script: {\n              executable: \"/Applications/Trader Workstation/Trader Workstation Uninstaller.app/Contents/MacOS/JavaApplicationStub\",\n              args:       [\"-q\"],\n            }\nend\n", @tap=nil, @block=#<Proc:0x000000012a1e6c18@/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb:1>, @default_config=#<Cask::Config:0x000000012a1e6bf0 @explicit={}>, @caskroom_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation>, @metadata_main_container_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata>, @config=#<Cask::Config:0x000000012a1e4f58 @explicit={}, @default={:languages=>["en-DE", "de-DE"], :appdir=>#<Pathname:/Applications>, :colorpickerdir=>#<Pathname:/Users/markusfeilen/Library/ColorPickers>, :prefpanedir=>#<Pathname:/Users/markusfeilen/Library/PreferencePanes>, :qlplugindir=>#<Pathname:/Users/markusfeilen/Library/QuickLook>, :mdimporterdir=>#<Pathname:/Users/markusfeilen/Library/Spotlight>, :dictionarydir=>#<Pathname:/Users/markusfeilen/Library/Dictionaries>, :fontdir=>#<Pathname:/Users/markusfeilen/Library/Fonts>, :servicedir=>#<Pathname:/Users/markusfeilen/Library/Services>, :input_methoddir=>#<Pathname:/Users/markusfeilen/Library/Input Methods>, :internet_plugindir=>#<Pathname:/Users/markusfeilen/Library/Internet Plug-Ins>, :audio_unit_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/Components>, :vst_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST>, :vst3_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST3>, :screen_saverdir=>#<Pathname:/Users/markusfeilen/Library/Screen Savers>}, @env={}>, @dsl=#<Cask::DSL:0x000000012a1ee738 @cask=#<Cask::Cask:0x000000012a1e6ce0 ...>, @token="trader-workstation", @version="10.11.2c", @sha256=:no_check, @url=#<URL::DSL:0x000000012a1edea0 @uri=#<URI::HTTPS https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg>, @verified=nil, @using=nil, @tag=nil, @branch=nil, @revisions=nil, @revision=nil, @trust_cert=nil, @cookies=nil, @referer=nil, @header=nil, @user_agent=:default, @data=nil, @specs={:user_agent=>:default}>, @name=["Trader Workstation"], @desc="Trading software", @homepage="https://www.interactivebrokers.com/", @livecheck=#<Livecheck:0x000000012a1ed928 @formula_or_cask=#<Cask::DSL:0x000000012a1ee738 ...>, @referenced_cask_name=nil, @referenced_formula_name=nil, @regex=/"buildVersion"\s*:\s*"(\d+(?:\.\d+)+[a-z]*)"/i, @skip=false, @skip_msg=nil, @strategy=nil, @url="https://download2.interactivebrokers.com/installers/tws/latest/version.json">, @livecheckable=true, @staged_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/10.11.2c>, @artifacts=#<SortedSet: {...}>, @language_eval=nil>>, @directives={:quit=>"com.install4j.5889-6375-8446-2021", :script=>{:executable=>"/Applications/Trader Workstation/Trader Workstation Uninstaller.app/Contents/MacOS/JavaApplicationStub", :args=>["-q"]}, :signal=>[]}>, #<Cask::Artifact::Installer:0x000000012a1ecd20 @cask=#<Cask::Cask:0x000000012a1e6ce0 @token="trader-workstation", @sourcefile_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb>, @source="cask \"trader-workstation\" do\n  version \"10.11.2c\"\n  sha256 :no_check\n\n  url \"https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg\"\n  name \"Trader Workstation\"\n  desc \"Trading software\"\n  homepage \"https://www.interactivebrokers.com/\"\n\n  livecheck do\n    url \"https://download2.interactivebrokers.com/installers/tws/latest/version.json\"\n    regex(/\"buildVersion\"\\s*:\\s*\"(\\d+(?:\\.\\d+)+[a-z]*)\"/i)\n  end\n\n  installer script: {\n    executable: \"\#{staged_path}/Trader Workstation Installer.app/Contents/MacOS/JavaApplicationStub\",\n    args:       [\"-q\"],\n  }\n\n  uninstall_preflight do\n    system_command \"/usr/bin/pkill\", args: [\"-f\", \"/Applications/Trader Workstation/Trader Workstation.app\"]\n  end\n\n  uninstall quit:   \"com.install4j.5889-6375-8446-2021\",\n            script: {\n              executable: \"/Applications/Trader Workstation/Trader Workstation Uninstaller.app/Contents/MacOS/JavaApplicationStub\",\n              args:       [\"-q\"],\n            }\nend\n", @tap=nil, @block=#<Proc:0x000000012a1e6c18@/opt/homebrew/Caskroom/trader-workstation/.metadata/10.11.2c/20211111162731.222/Casks/trader-workstation.rb:1>, @default_config=#<Cask::Config:0x000000012a1e6bf0 @explicit={}>, @caskroom_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation>, @metadata_main_container_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/.metadata>, @config=#<Cask::Config:0x000000012a1e4f58 @explicit={}, @default={:languages=>["en-DE", "de-DE"], :appdir=>#<Pathname:/Applications>, :colorpickerdir=>#<Pathname:/Users/markusfeilen/Library/ColorPickers>, :prefpanedir=>#<Pathname:/Users/markusfeilen/Library/PreferencePanes>, :qlplugindir=>#<Pathname:/Users/markusfeilen/Library/QuickLook>, :mdimporterdir=>#<Pathname:/Users/markusfeilen/Library/Spotlight>, :dictionarydir=>#<Pathname:/Users/markusfeilen/Library/Dictionaries>, :fontdir=>#<Pathname:/Users/markusfeilen/Library/Fonts>, :servicedir=>#<Pathname:/Users/markusfeilen/Library/Services>, :input_methoddir=>#<Pathname:/Users/markusfeilen/Library/Input Methods>, :internet_plugindir=>#<Pathname:/Users/markusfeilen/Library/Internet Plug-Ins>, :audio_unit_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/Components>, :vst_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST>, :vst3_plugindir=>#<Pathname:/Users/markusfeilen/Library/Audio/Plug-Ins/VST3>, :screen_saverdir=>#<Pathname:/Users/markusfeilen/Library/Screen Savers>}, @env={}>, @dsl=#<Cask::DSL:0x000000012a1ee738 @cask=#<Cask::Cask:0x000000012a1e6ce0 ...>, @token="trader-workstation", @version="10.11.2c", @sha256=:no_check, @url=#<URL::DSL:0x000000012a1edea0 @uri=#<URI::HTTPS https://download2.interactivebrokers.com/installers/tws/latest/tws-latest-macosx-x64.dmg>, @verified=nil, @using=nil, @tag=nil, @branch=nil, @revisions=nil, @revision=nil, @trust_cert=nil, @cookies=nil, @referer=nil, @header=nil, @user_agent=:default, @data=nil, @specs={:user_agent=>:default}>, @name=["Trader Workstation"], @desc="Trading software", @homepage="https://www.interactivebrokers.com/", @livecheck=#<Livecheck:0x000000012a1ed928 @formula_or_cask=#<Cask::DSL:0x000000012a1ee738 ...>, @referenced_cask_name=nil, @referenced_formula_name=nil, @regex=/"buildVersion"\s*:\s*"(\d+(?:\.\d+)+[a-z]*)"/i, @skip=false, @skip_msg=nil, @strategy=nil, @url="https://download2.interactivebrokers.com/installers/tws/latest/version.json">, @livecheckable=true, @staged_path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/10.11.2c>, @artifacts=#<SortedSet: {...}>, @language_eval=nil>>, @args={:must_succeed=>true, :sudo=>false, :args=>["-q"], :print_stdout=>true}, @path=#<Pathname:/opt/homebrew/Caskroom/trader-workstation/10.11.2c/Trader Workstation Installer.app/Contents/MacOS/JavaApplicationStub>>}>
==> Uninstalling artifact of class Cask::Artifact::PreflightBlock
/usr/bin/pkill -f /Applications/Trader\ Workstation/Trader\ Workstation.app
==> Purging files for version 10.11.2h of Cask trader-workstation
Error: trader-workstation: Failure while executing; `/usr/bin/pkill -f /Applications/Trader\ Workstation/Trader\ Workstation.app` exited with 1.
/opt/homebrew/Library/Homebrew/cask/cmd/upgrade.rb:160:in `upgrade_casks'
/opt/homebrew/Library/Homebrew/cmd/upgrade.rb:238:in `upgrade_outdated_casks'
/opt/homebrew/Library/Homebrew/cmd/upgrade.rb:111:in `upgrade'
/opt/homebrew/Library/Homebrew/brew.rb:110:in `<main>'

Output of brew doctor --verbose

==> Cask Environment Variables:
BUNDLE_PATH
CHRUBY_VERSION
GEM_HOME
GEM_PATH
HOMEBREW_CASK_OPTS
LC_ALL
PATH
RBENV_VERSION
RUBYLIB
RUBYOPT
RUBYPATH
SHELL
==> $LOAD_PATHS
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/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/yard-0.9.27/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/spoom-1.1.7/lib
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/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rubocop-rspec-2.7.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rubocop-rails-2.13.1/lib
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/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/rubyntlm-0.6.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/nokogiri-1.13.0-x86_64-darwin/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/racc-1.6.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/racc-1.6.0
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/mini_portile2-2.7.1/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/net-http-persistent-4.0.1/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/net-http-digest_auth-1.4.1/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/mime-types-3.4.1/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/mime-types-data-3.2022.0105/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/json_schemer-0.2.18/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/uri_template-0.7.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/http-cookie-1.0.4/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/hpricot-0.8.6/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/hpricot-0.8.6
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/hana-1.3.7/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/elftools-1.1.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/ecma-re-validator-0.3.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/regexp_parser-2.2.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/domain_name-0.5.20190701/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/unf-0.1.4/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/unf_ext-0.0.8/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/unf_ext-0.0.8
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/docile-1.4.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/diff-lcs-1.5.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/did_you_mean-1.6.1/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/connection_pool-2.2.5/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/commander-4.6.0/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/highline-2.0.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/coderay-1.1.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/byebug-11.1.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/byebug-11.1.3
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/bootsnap-1.9.3/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/bootsnap-1.9.3
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/msgpack-1.4.2/lib
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/extensions/x86_64-darwin-14/2.6.0-static/msgpack-1.4.2
/opt/homebrew/Library/Homebrew/vendor/bundle/bundler/../ruby/2.6.0/gems/bindata-2.4.10/lib
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/opt/homebrew/Library/Homebrew/vendor/portable-ruby/2.6.8/lib/ruby/site_ruby/2.6.0/arm64-darwin20
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/opt/homebrew/Library/Homebrew/vendor/portable-ruby/2.6.8/lib/ruby/vendor_ruby/2.6.0/arm64-darwin20
/opt/homebrew/Library/Homebrew/vendor/portable-ruby/2.6.8/lib/ruby/vendor_ruby
/opt/homebrew/Library/Homebrew/vendor/portable-ruby/2.6.8/lib/ruby/2.6.0
/opt/homebrew/Library/Homebrew/vendor/portable-ruby/2.6.8/lib/ruby/2.6.0/arm64-darwin20
/opt/homebrew/Library/Homebrew
==> Homebrew Version
3.3.9-196-ga2935d4
==> macOS
11.6.2
==> SIP
Enabled
==> Homebrew Cask Staging Location
/opt/homebrew/Caskroom
==> Homebrew Cask Taps:
/opt/homebrew/Library/Taps/homebrew/homebrew-cask (3972 casks)
/opt/homebrew/Library/Taps/finestructure/homebrew-hummingbird (1 cask)
/opt/homebrew/Library/Taps/homebrew/homebrew-cask-versions (209 casks)
/opt/homebrew/Library/Taps/homebrew/homebrew-cask-drivers (200 casks)

Output of brew tap

finestructure/hummingbird
homebrew/cask
homebrew/cask-drivers
homebrew/cask-versions
homebrew/core
vitorgalvao/tiny-scripts

[miccal]

@Knapsack44 I have updated this Cask in https://github.com/Homebrew/homebrew-cask/pull/117224, and the version you have currently installed is quite old. Please run

brew uninstall --force trader-workstation

then (if necessary)

rm -r "$(brew --prefix)/Caskroom/trader-workstation"

then

brew install trader-workstation

which should fix your issue.