diff --git a/home/.chezmoidata.yaml b/home/.chezmoidata.yaml
index 69ae148b..57d5c836 100644
--- a/home/.chezmoidata.yaml
+++ b/home/.chezmoidata.yaml
@@ -469,7 +469,6 @@ softwareGroups:
     - dockle
     - footloose
     - grype
-    - gvisor
     - trivy
     - trufflehog
   E-mail: &E-mail
diff --git a/software.yml b/software.yml
index 88690ecc..d48e2dc2 100644
--- a/software.yml
+++ b/software.yml
@@ -324,7 +324,7 @@ softwarePackages:
     scoop: act
     yay: act
   genymotion:
-    _when:cask: '! test -d /Applications/Genymotion.app'
+    _when:cask: echo '! test -d /Applications/Genymotion.app' | bash
     cask: genymotion
     choco: genymotion
     # TODO: Figure out how to install on Android
@@ -336,7 +336,7 @@ softwarePackages:
     _home: https://pieces.app/
     _name: Pieces
     _post:snap: sudo snap connect pieces-os:dotnet-runtime-aspnetcore
-    _when:pkg-darwin: '! test -d /Applications/Pieces.app'
+    _when:pkg-darwin: test -d /Applications/Pieces.app
     # TODO - Figure out how to deal with appinstaller
     appinstaller: https://builds.pieces.app/stages/production/pieces_suite_windows/appinstaller/download
     pkg-darwin: https://builds.pieces.app/stages/production/macos_packaging/pkg/download
@@ -379,7 +379,7 @@ softwarePackages:
     _github: https://github.com/altair-graphql/altair
     _home: https://altairgraphql.dev/
     _name: Altair GraphQL Client
-    _when:cask: '! test -d "/Applications/Altair GraphQL Client.app"'
+    _when:cask: echo '! test -d "/Applications/Altair GraphQL Client.app"' | bash
     cask: altair-graphql-client
     choco: altair-graphql
     snap: altair
@@ -402,7 +402,7 @@ softwarePackages:
     _github: null
     _home: https://developer.android.com/studio
     _name: Android Studio
-    _when:cask: '! test -d "/Applications/Android Studio.app"'
+    _when:cask: echo '! test -d "/Applications/Android Studio.app"' | bash
     ansible: professormanhattan.androidstudio
     cask: android-studio
     choco: androidstudio
@@ -589,7 +589,7 @@ softwarePackages:
     _github: https://github.com/ExistentialAudio/BlackHole
     _name: BlackHole
     _desc: Audio loopback device for macOS (supports sound passthrough to screen recording software on macOS)
-    _when:cask: '! test -d /Library/Audio/Plug-Ins/HAL/BlackHole16ch.driver'
+    _when:cask: echo '! test -d /Library/Audio/Plug-Ins/HAL/BlackHole16ch.driver' | bash
     cask: blackhole-16ch
   aria2:
     _bin: aria2c
@@ -607,7 +607,7 @@ softwarePackages:
     port: aria2
     scoop: aria2
   ariang:
-    _when: '! test -d "/Applications/AriaNg Native.app"'
+    _when:cask: echo '! test -d "/Applications/AriaNg Native.app"' | bash
     cask: ariang
   asciinema:
     _bin: asciinema
@@ -750,7 +750,7 @@ softwarePackages:
     _github: https://github.com/signalapp/Signal-Desktop
     _home: https://signal.org
     _name: Signal Desktop
-    _when: '! test -d "/Applications/Signal.app"'
+    _when:cask: echo '! test -d "/Applications/Signal.app"' | bash
     cask: signal
     choco: signal
     flatpak: org.signal.Signal
@@ -788,7 +788,7 @@ softwarePackages:
     _github: https://github.com/balena-io/etcher
     _home: https://www.balena.io/etcher/
     _name: balenaEtcher
-    _when:cask: '! test -d /Applications/balenaEtcher.app'
+    _when:cask: echo '! test -d /Applications/balenaEtcher.app' | bash
     ansible:linux: professormanhattan.etcher
     # Waiting for zap to allow headless automation of AppImage Catalog images
     # Currently, it fails because there are multiple versions to select
@@ -884,7 +884,7 @@ softwarePackages:
     _github: https://github.com/kdzwinel/betwixt
     _home: https://github.com/kdzwinel/betwixt
     _name: Betwixt
-    _when:cask: '! test -d /Applications/Betwixt.app'
+    _when:cask: echo '! test -d /Applications/Betwixt.app' | bash
     cask: betwixt
   bin:
     _bin: bin
@@ -910,7 +910,7 @@ softwarePackages:
     _github: https://github.com/Jintin/Swimat
     _home: https://jintin.github.io/Swimat/
     _name: Swimat
-    _when:cask: '! test -d /Applications/Swimat.app'
+    _when:cask: echo '! test -d /Applications/Swimat.app' | bash
     cask: swimat
   textql:
     _bin: textql
@@ -929,7 +929,7 @@ softwarePackages:
     _github: https://github.com/brunophilipe/Cakebrew
     _home: http://www.cakebrew.com/
     _name: Cakebrew
-    _when:cask: '! test -d /Applications/Cakebrew.app'
+    _when:cask: echo '! test -d /Applications/Cakebrew.app' | bash
     cask: cakebrew
   bitwarden:
     _bin: bitwarden
@@ -938,7 +938,7 @@ softwarePackages:
     _github: https://github.com/bitwarden/desktop
     _home: null
     _name: BitWarden
-    _when:cask: '! test -d /Applications/Bitwarden.app'
+    _when:cask: echo '! test -d /Applications/Bitwarden.app' | bash
     cask: bitwarden
     choco: bitwarden
     flatpak: com.bitwarden.desktop
@@ -1049,7 +1049,7 @@ softwarePackages:
     _github: https://github.com/Barre/privaxy
     _home: false
     _name: Privaxy
-    _when:script:darwin: '! test -d /Applications/Privaxy.app'
+    _when:script:darwin: test -d /Applications/Privaxy.app
     appimage: barre/privaxy
     apt: https://github.com/Barre/privaxy/releases/download/v0.5.2/privaxy_0.5.2_amd64.deb
     script:darwin: curl -sSL https://github.com/Barre/privaxy/releases/download/v0.5.2/Privaxy_0.5.2_universal.dmg > /tmp/Privaxy.dmg && sudo hdiutil attach /tmp/Privaxy.dmg && sudo cp -R /Volumes/Privaxy/Privaxy.app /Applications && sudo hdiutil detach /Volumes/Privaxy && rm -f /tmp/Privaxy.dmg
@@ -1060,7 +1060,7 @@ softwarePackages:
     _github: https://github.com/brave/brave-browser
     _home: https://brave.com/
     _name: Brave Browser
-    _when:cask: '! test -d "/Applications/Brave Browser.app"'
+    _when:cask: echo '! test -d "/Applications/Brave Browser.app"' | bash
     ansible: professormanhattan.bravebrowser
     cask: brave-browser
     choco: brave
@@ -1151,7 +1151,7 @@ softwarePackages:
     _desc: Image compressor that utilizes other applications like ImageOptim under the hood
     _github: https://github.com/ImageOptim/ImageOptim
     _home: https://imageoptim.com/mac
-    _when:cask: '! test -d /Applications/ImageOptim.app'
+    _when:cask: echo '! test -d /Applications/ImageOptim.app' | bash
     cask: imageoptim
   imageoptim-cli:
     _deps:
@@ -1170,7 +1170,7 @@ softwarePackages:
     _github: https://github.com/cerebroapp/cerebro
     _home: null
     _name: Cerebro
-    _when:cask: '! test -d /Applications/Cerebro.app'
+    _when:cask: echo '! test -d /Applications/Cerebro.app' | bash
     cask: cerebro
     choco: cerebro
     github: github.com/cerebroapp/cerebro
@@ -1255,7 +1255,7 @@ softwarePackages:
     _github: Not open-source
     _home: https://www.google.com/chrome/
     _name: Google Chrome
-    _when:cask: '! test -d "/Applications/Google Chrome.app"'
+    _when:cask: echo '! test -d "/Applications/Google Chrome.app"' | bash
     ansible: professormanhattan.chrome
     cask: google-chrome
     choco: googlechrome
@@ -1268,7 +1268,7 @@ softwarePackages:
     _github: false
     _home: https://www.google.com/drive/download/
     _name: Google Drive
-    _when:cask: '! test -d "/Applications/Google Drive.app"'
+    _when:cask: echo '! test -d "/Applications/Google Drive.app"' | bash
     cask: google-drive
     choco: googledrive
   tor-browser:
@@ -1278,7 +1278,7 @@ softwarePackages:
     _github: https://github.com/TheTorProject/gettorbrowser
     _home: https://www.torproject.org/
     _name: Tor Browser
-    _when:cask: '! test -d "/Applications/Tor Browser.app"'
+    _when:cask: echo '! test -d "/Applications/Tor Browser.app"' | bash
     cask: tor-browser
     choco: tor-browser
     flatpak: com.github.micahflee.torbrowser-launcher
@@ -1308,8 +1308,7 @@ softwarePackages:
     _github: https://gitlab.gnome.org/GNOME/gnome-browser-extension
     _home: ttps://wiki.gnome.org/Projects/GnomeShellIntegration
     _name: null
-    _when: |
-      test -f /usr/bin/gnome-session
+    _when: echo '! test -f /usr/bin/gnome-session' | bash
     apt: chrome-gnome-shell
     dnf: chrome-gnome-shell
     pacman: chrome-gnome-shell
@@ -1373,7 +1372,7 @@ softwarePackages:
     pacman: clang
     scoop: llvm
   clocker:
-    _when: '! test -d /Applications/Clocker.app'
+    _when:cask: echo '! test -d /Applications/Clocker.app' | bash
     _bin: null
     _desc: Clocker is designed to help you keep track of your friends and colleagues in different time zones.
     _docs: null
@@ -1472,7 +1471,7 @@ softwarePackages:
     _github: https://github.com/CocoaPods/CocoaPods
     _home: https://cocoapods.org/
     _name: cocoapods
-    _when:brew: '! test -d /usr/local/Cellar/cocoapods'
+    _when:brew: test -d /usr/local/Cellar/cocoapods
     ansible:darwin: professormanhattan.cocoapods
     brew:darwin: cocoapods
     gem:darwin: cocoapods
@@ -1614,7 +1613,7 @@ softwarePackages:
     github: github.com/bcicen/ctop
     yay: ctop-bin
   cumulus:
-    _when: '! test -d /Applications/Cumulus.app'
+    _when:cask: echo '! test -d /Applications/Cumulus.app' | bash
     _bin: null
     _desc: A SoundCloud player that lives in the menubar
     _docs: null
@@ -1714,15 +1713,16 @@ softwarePackages:
     github: github.com/dat-ecosystem-archive/dat
     npm: dat@next
   dat-desktop:
-    _when: '! test -d "/Applications/Dat Desktop.app"'
+    _when:cask: echo '! test -d "/Applications/Dat Desktop.app"' | bash
     _bin: null
     _desc: Peer to peer data syncronization
     _docs: null
     _github: https://github.com/datproject/dat-desktop
     _home: null
     _name: Dat Desktop
+    appimage: dat-ecosystem-archive/dat-desktop
     cask: dat
-    github: github.com/datproject/dat-desktop
+    exe: https://github.com/dat-ecosystem-archive/dat-desktop/releases/download/v3.0.1/Dat-Desktop-Setup-3.0.1.exe
   debloat:
     _bin: null
     _desc: This repository is the home of an Ansible role that Debloats Windows
@@ -1896,7 +1896,7 @@ softwarePackages:
     _github: https://github.com/docker/compose
     _home: https://www.docker.com/
     _name: Docker Desktop
-    _when: '! test -d /Applications/Docker.app'
+    _when:cask: echo '! test -d /Applications/Docker.app' | bash
     apt: https://desktop.docker.com/linux/main/amd64/docker-desktop-4.16.2-amd64.deb
     cask: docker
     choco: docker-desktop
@@ -2109,7 +2109,7 @@ softwarePackages:
     _github: https://github.com/elastic/elastic-agent
     _home: https://www.elastic.co/
     _name: Elastic Agent
-    _when: '! sudo which elastic-agent > /dev/null'
+    _when:cask: sudo which elastic-agent > /dev/null
     ansible: professormanhattan.elasticagent
   electron:
     _bin: electron
@@ -2119,7 +2119,7 @@ softwarePackages:
     _home: https://www.electronjs.org/
     _name: Electron
     npm: electron
-    _when:cask: '! test -d /Applications/Electron.app'
+    _when:cask: echo '! test -d /Applications/Electron.app' | bash
     cask: electron
     choco: electron
   electron-app:
@@ -2130,7 +2130,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: Electron Desktop App
-    _when:cask: '! test -d /Applications/Electron.app'
+    _when:cask: echo '! test -d /Applications/Electron.app' | bash
     cask: electron
     choco: electron
   emma:
@@ -2408,7 +2408,7 @@ softwarePackages:
     _github: https://github.com/withfig/autocomplete
     _home: https://fig.io/
     _name: Fig
-    _when:cask: '! test -d "/Applications/Fig.app"'
+    _when:cask: echo '! test -d "/Applications/Fig.app"' | bash
     ansible:darwin: professormanhattan.fig
     cask: fig
   filebrowser:
@@ -2423,7 +2423,7 @@ softwarePackages:
     github: github.com/filebrowser/filebrowser
   arduino-ide:
     _bin: arduino
-    _when:cask: '! test -d "/Applications/Arduino.app"'
+    _when:cask: echo '! test -d "/Applications/Arduino.app"' | bash
     cask: arduino
     choco: arduino
     flatpak: cc.arduino.IDE2
@@ -2434,7 +2434,7 @@ softwarePackages:
     _github: https://svn.filezilla-project.org/filezilla/
     _home: https://filezilla-project.org/
     _name: FileZilla
-    _when:ansible:darwin: '! test -d /Applications/FileZilla.app'
+    _when:ansible:darwin: test -d /Applications/FileZilla.app
     ansible:darwin: professormanhattan.filezilla
     apt: filezilla
     choco: filezilla
@@ -2464,7 +2464,7 @@ softwarePackages:
     _github: null
     _home: https://www.mozilla.org/en-US/firefox/new/
     _name: Mozilla Firefox
-    _when:cask: '! test -d "/Applications/Firefox.app"'
+    _when:cask: echo '! test -d "/Applications/Firefox.app"' | bash
     ansible: professormanhattan.firefox
     apt: firefox
     apt:debian: firefox-esr
@@ -2508,7 +2508,7 @@ softwarePackages:
     _github: https://github.com/objective-see/LuLu
     _home: https://objective-see.org/products/lulu.html
     _name: LuLu
-    _when:cask: '! test -d /Applications/LuLu.app'
+    _when:cask: echo '! test -d /Applications/LuLu.app' | bash
     cask: lulu
   keycastr:
     _bin: null
@@ -2517,7 +2517,7 @@ softwarePackages:
     _github: https://github.com/keycastr/keycastr
     _home: https://github.com/keycastr/keycastr
     _name: Keycastr
-    _when:cask: '! test -d /Applications/KeyCastr.app'
+    _when:cask: echo '! test -d /Applications/KeyCastr.app' | bash
     cask: keycastr
   hiddenbar:
     _bin: null
@@ -2526,7 +2526,7 @@ softwarePackages:
     _github: https://github.com/dwarvesf/hidden
     _home: https://dwarves.foundation/opensource/
     _name: Hidden Bar
-    _when:cask: '! test -d "/Applications/Hidden Bar.app"'
+    _when:cask: echo '! test -d "/Applications/Hidden Bar.app"' | bash
     cask: hiddenbar
   flameshot:
     _bin: flameshot
@@ -2536,7 +2536,7 @@ softwarePackages:
     _home: https://flameshot.org/
     _name: Flameshot
     _scoopExtras: true
-    _when:cask: '! test -d "/Applications/flameshot.app"'
+    _when:cask: echo '! test -d "/Applications/flameshot.app"' | bash
     apt: flameshot
     cask: flameshot
     choco: flameshot
@@ -2558,7 +2558,7 @@ softwarePackages:
     _github: https://github.com/jgraph/drawio-desktop
     _home: https://www.diagrams.net/
     _name: DrawIO Desktop
-    _when:cask: '! test -d /Applications/draw.io.app'
+    _when:cask: echo '! test -d /Applications/draw.io.app' | bash
     appimage: draw.io
     cask: drawio
     choco: drawio
@@ -2581,7 +2581,7 @@ softwarePackages:
     _github: https://github.com/pock/pock
     _home: https://pock.app/
     _name: Pock
-    _when:cask: '! test -d /Applications/Pock.app'
+    _when:cask: echo '! test -d /Applications/Pock.app' | bash
     cask: pock
   xcodes:
     _bin: xcodes
@@ -2606,7 +2606,7 @@ softwarePackages:
     _github: https://github.com/gao-sun/eul
     _home: https://github.com/gao-sun/eul
     _name: Eul
-    _when:cask: '! test -d /Applications/eul.app'
+    _when:cask: echo '! test -d /Applications/eul.app' | bash
     cask: eul
   linkliar:
     _bin: null
@@ -2615,7 +2615,7 @@ softwarePackages:
     _home: https://halo.github.io/LinkLiar/
     _github: https://github.com/halo/LinkLiar
     _name: Link Liar
-    _when:cask: '! test -d /Applications/LinkLiar.app'
+    _when:cask: echo '! test -d /Applications/LinkLiar.app' | bash
     cask: linkliar
   monitorcontrol:
     _bin: null
@@ -2624,7 +2624,7 @@ softwarePackages:
     _github: https://github.com/MonitorControl/MonitorControl
     _home: https://github.com/MonitorControl/MonitorControl
     _name: Monitor Control
-    _when:brew: '! test -d /Applications/MonitorControl.app'
+    _when:brew: test -d /Applications/MonitorControl.app
     brew:darwin: monitorcontrol
   meetingbar:
     _bin: null
@@ -2633,7 +2633,7 @@ softwarePackages:
     _github: https://github.com/leits/MeetingBar
     _home: https://apps.apple.com/app/id1532419400
     _name: Meeting Bar
-    _when:brew: '! test -d /Applications/MeetingBar.app'
+    _when:brew: test -d /Applications/MeetingBar.app
     brew:darwin: meetingbar
   crunch-app:
     _bin: null
@@ -2642,7 +2642,7 @@ softwarePackages:
     _github: https://github.com/chrissimpkins/Crunch
     _home: https://github.com/chrissimpkins/Crunch
     _name: Crunch macOS App
-    _when:cask: '! test -d /Applications/Crunch.app'
+    _when:cask: echo '! test -d /Applications/Crunch.app' | bash
     cask: crunch
   xcodes-app:
     _bin: null
@@ -2651,7 +2651,7 @@ softwarePackages:
     _github: https://github.com/XcodesOrg/XcodesApp
     _home: https://github.com/XcodesOrg/XcodesApp
     _name: Xcodes App
-    _when:cask: '! test -d /Applications/Xcodes.app'
+    _when:cask: echo '! test -d /Applications/Xcodes.app' | bash
     cask: xcodes
   nitroshare:
     _bin: nitroshare
@@ -2660,7 +2660,7 @@ softwarePackages:
     _github: https://github.com/nitroshare/nitroshare-desktop
     _home: https://nitroshare.net/
     _name: NitroShare
-    _when:cask: '! test -d /Applications/nitroshare.app'
+    _when:cask: echo '! test -d /Applications/nitroshare.app' | bash
     apt: nitroshare
     cask: nitroshare
     choco: nitroshare
@@ -2777,7 +2777,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: Fuse
-    _when:cask: '! test -d /usr/local/Caskroom/macfuse'
+    _when:cask: echo '! test -d /usr/local/Caskroom/macfuse' | bash
     ansible:darwin: professormanhattan.fuse
     apt:
       - fuse
@@ -2851,7 +2851,7 @@ softwarePackages:
     _github: https://github.com/standardnotes/app
     _home: https://standardnotes.com/
     _name: Standard Notes
-    _when:cask: '! test -d "/Applications/Standard Notes.app"'
+    _when:cask: echo '! test -d "/Applications/Standard Notes.app"' | bash
     cask: standard-notes
     flatpak: org.standardnotes.standardnotes
   deja-dup:
@@ -2860,14 +2860,14 @@ softwarePackages:
   discord:
     _bin: discord
     _name: Discord
-    _when:cask: '! test -d "/Applications/Discord.app"'
+    _when:cask: echo '! test -d "/Applications/Discord.app"' | bash
     cask: discord
     choco: discord
     flatpak: com.discordapp.Discord
   telegram:
     _bin: telegram
     _name: Telegram
-    _when:cask: '! test -d "/Applications/Telegram.app"'
+    _when:cask: echo '! test -d "/Applications/Telegram.app"' | bash
     cask: telegram
     choco: telegram
     flatpak: org.telegram.desktop
@@ -2878,7 +2878,7 @@ softwarePackages:
     _github: https://github.com/Melvin-Abraham/Google-Assistant-Unofficial-Desktop-Client
     _home: null
     _name: Google Assistant for Desktop
-    _when:cask: '! test -d "/Applications/Google Assistant.app"'
+    _when:cask: echo '! test -d "/Applications/Google Assistant.app"' | bash
     ansible:windows: professormanhattan.googleassistant
     cask: google-assistant
     github: github.com/Melvin-Abraham/Google-Assistant-Unofficial-Desktop-Client
@@ -2977,7 +2977,7 @@ softwarePackages:
     _github: https://github.com/GNOME/gimp
     _home: https://www.gimp.org/
     _name: GIMP
-    _when:cask: '! test -d /Applications/GIMP.app'
+    _when:cask: echo '! test -d /Applications/GIMP.app' | bash
     ansible: professormanhattan.gimp
     apt: gimp
     cask: gimp
@@ -3071,13 +3071,13 @@ softwarePackages:
   gitter:
     _bin: gitter
     _name: Gitter
-    _when:cask: '! test -d "/Applications/Gitter.app"'
+    _when:cask: echo '! test -d "/Applications/Gitter.app"' | bash
     cask: gitter
     choco: gitter
     flatpak: im.gitter.Gitter
   github-desktop:
     _bin: github
-    _when:cask: '! test -d "/Applications/GitHub Desktop.app"'
+    _when:cask: echo '! test -d "/Applications/GitHub Desktop.app"' | bash
     cask: github
     choco: github-desktop
     flatpak: io.github.shiftey.Desktop
@@ -3091,7 +3091,7 @@ softwarePackages:
     _github: https://gitlab.com/mvanremmerden/gitdock
     _home: https://gitlab.com/mvanremmerden/gitdock
     _name: GitDock
-    _when:cask: '! test -d /Applications/GitDock.app'
+    _when:cask: echo '! test -d /Applications/GitDock.app' | bash
     ansible:darwin: professormanhattan.gitdock
     cask: gitdock
   zola:
@@ -3147,7 +3147,7 @@ softwarePackages:
     _github: https://github.com/manosim/gitify
     _home: https://github.com/manosim/gitify
     _name: Gitify
-    _when:cask: '! test -d /Applications/Gitify.app'
+    _when:cask: echo '! test -d /Applications/Gitify.app' | bash
     cask: gitify
     github: github.com/manosim/gitify
     yay: gitify-bin
@@ -3159,7 +3159,7 @@ softwarePackages:
     _home: https://www.gitkraken.com/
     _name: GitKraken
     _snapClassic: true
-    _when:cask: '! test -d /Applications/GitKraken.app'
+    _when:cask: echo '! test -d /Applications/GitKraken.app' | bash
     ansible: professormanhattan.gitkraken
     cask: gitkraken
     choco: gitkraken
@@ -3209,7 +3209,7 @@ softwarePackages:
     _github: https://github.com/Mudlet/Mudlet
     _home: https://www.mudlet.org/
     _name: Mudlet
-    _when:cask: '! test -d /Applications/mudlet.app'
+    _when:cask: echo '! test -d /Applications/mudlet.app' | bash
     cask: mudlet
     choco: mudlet
     snap: mudlet-linux
@@ -3534,7 +3534,7 @@ softwarePackages:
     ansible: professormanhattan.guacamole
   seafile-client:
     _bin: seafile-client
-    _when:cask: '! test -d "/Applications/Seafile Client.app"'
+    _when:cask: echo '! test -d "/Applications/Seafile Client.app"' | bash
     cask: seafile-client
     choco: seafile-client
     flatpak: com.seafile.Client
@@ -3584,16 +3584,6 @@ softwarePackages:
     emerge: net-analyzer/goaccess
     pacman: goaccess
     pkgin: goaccess
-  gvisor:
-    _bin: null
-    _desc: '[gVisor](https://gvisor.dev/) is an application kernel, written in Go, that implements a substantial portion of the Linux system surface. It includes an Open Container Initiative (OCI) runtime called runsc that provides an isolation boundary between the application and the host kernel. The runsc runtime integrates with Docker and Kubernetes, making it simple to run sandboxed containers.'
-    _docs: https://gvisor.dev/docs/
-    _github: https://github.com/google/gvisor
-    _home: https://gvisor.dev/
-    _name: gVisor
-    _when: '! test -f /usr/local/bin/runsc || ! test -f /usr/local/bin/containerd-shim-runsc-v1'
-    _note: 'gvisor is not available on macOS or Windows'
-    ansible:linux: professormanhattan.gvisor
   gvm:
     _bin: null
     _desc: '[gvm](https://github.com/moovweb/gvm) lets you manage Go environments and switch between Go versions.'
@@ -3668,7 +3658,7 @@ softwarePackages:
     _github: https://github.com/lencx/nofwl
     _home: https://app.nofwl.com/
     _name: ChatGPT Desktop (NoFWL Version)
-    _when:cask: '! test -d /Applications/NoFWL.app'
+    _when:cask: echo '! test -d /Applications/NoFWL.app' | bash
     appimage: lencx/nofwl
     apt: https://github.com/lencx/nofwl/releases/download/v0.1.0/NoFWL_0.1.0_linux_x86_64.deb
     cask: lencx/nofwl/nofwl --no-quarantine
@@ -3689,7 +3679,7 @@ softwarePackages:
     _github: https://github.com/rustdesk/rustdesk
     _home: https://rustdesk.com/
     _name: RustDesk
-    _when:cask: '! test -d /Applications/RustDesk.app'
+    _when:cask: echo '! test -d /Applications/RustDesk.app' | bash
     apt: https://github.com/rustdesk/rustdesk/releases/download/1.1.9/rustdesk-1.1.9.deb
     cask: rustdesk
     choco: rustdesk
@@ -3910,7 +3900,7 @@ softwarePackages:
     _github: https://github.com/inkscape/inkscape
     _home: https://inkscape.org
     _name: Inkscape
-    _when:cask: '! test -d "/Applications/Inkscape.app"'
+    _when:cask: echo '! test -d "/Applications/Inkscape.app"' | bash
     ansible: professormanhattan.inkscape
     apt: inkscape
     cask: inkscape
@@ -3927,7 +3917,7 @@ softwarePackages:
     _home: https://www.jetbrains.com/idea/
     _name: IntelliJ IDEA (CE)
     _snapClassic: true
-    _when:cask: '! test -d "/Applications/IntelliJ IDEA CE.app"'
+    _when:cask: echo '! test -d "/Applications/IntelliJ IDEA CE.app"' | bash
     ansible: professormanhattan.intellij
     cask: intellij-idea-ce
     choco: intellijidea-community
@@ -3977,7 +3967,7 @@ softwarePackages:
     _github: https://github.com/ipfs/ipfs-desktop
     _home: https://ipfs.tech/
     _name: IPFS Desktop
-    _when:cask: '! test -d "/Applications/IPFS Desktop.app"'
+    _when:cask: echo '! test -d "/Applications/IPFS Desktop.app"' | bash
     appimage: https://github.com/ipfs-shipyard/ipfs-desktop/releases/download/v0.28.0/ipfs-desktop-0.28.0-linux-x86_64.AppImage
     cask: ipfs
     choco: ipfs-desktop
@@ -4006,7 +3996,7 @@ softwarePackages:
     _github: https://github.com/gnachman/iTerm2
     _home: https://iterm2.com/
     _name: iTerm2
-    _when:cask: '! test -d /Applications/iTerm.app'
+    _when:cask: echo '! test -d /Applications/iTerm.app' | bash
     ansible:darwin: professormanhattan.iterm2
     cask: iterm2
   kube-shell:
@@ -4083,7 +4073,7 @@ softwarePackages:
     _github: https://github.com/jitsi/jitsi-meet-electron
     _home: null
     _name: Jitsi Meet Electron
-    _when:cask: '! test -d "/Applications/Jitsi Meet.app"'
+    _when:cask: echo '! test -d "/Applications/Jitsi Meet.app"' | bash
     cask: jitsi-meet
     choco: jitsi-meet-electron
     flatpak: org.jitsi.jitsi-meet
@@ -4162,7 +4152,7 @@ softwarePackages:
     _home: https://keybase.io/
     _name: Keybase
     _when:ansible: '! test -f /opt/keybase/Keybase'
-    _when:cask: '! test -d /Applications/Keybase.app'
+    _when:cask: echo '! test -d /Applications/Keybase.app' | bash
     ansible: professormanhattan.keybase
     cask: keybase
     choco: keybase
@@ -4207,7 +4197,7 @@ softwarePackages:
     go: github.com/weaveworks/footloose@master
   beekeeper-studio:
     _bin: beekeeper-studio
-    _when:cask: '! test -d "/Applications/Beekeeper Studio.app"'
+    _when:cask: echo '! test -d "/Applications/Beekeeper Studio.app"' | bash
     cask: beekeeper-studio
     choco: beekeeper-studio
     flatpak: io.beekeeperstudio.Studio
@@ -4218,7 +4208,7 @@ softwarePackages:
     _github: https://github.com/xbmc/xbmc
     _home: https://kodi.tv/
     _name: Kodi
-    _when:cask: '! test -d /Applications/Kodi.app'
+    _when:cask: echo '! test -d /Applications/Kodi.app' | bash
     ansible: professormanhattan.kodi
     apt: kodi
     cask: kodi
@@ -4251,7 +4241,7 @@ softwarePackages:
     _github: https://github.com/kubenav/kubenav
     _home: https://kubenav.io/
     _name: kubenav
-    _when:cask: '! test -d /Applications/kubenav.app'
+    _when:cask: echo '! test -d /Applications/kubenav.app' | bash
     cask: kubenav
     github: github.com/kubenav/kubenav
     yay: kubenav-bin
@@ -4313,7 +4303,7 @@ softwarePackages:
     _github: https://github.com/GitSquared/edex-ui
     _home: https://github.com/GitSquared/edex-ui
     _name: EDEX UI
-    _when:cask: '! test -d /Applications/eDEX-UI.app'
+    _when:cask: echo '! test -d /Applications/eDEX-UI.app' | bash
     appimage: edex-ui
     cask: edex-ui
     port: edex-ui
@@ -4414,7 +4404,7 @@ softwarePackages:
     _github: null
     _home: https://www.ledger.com/ledger-live
     _name: Ledger Live
-    _when:cask: '! test -d "/Applications/Ledger Live.app"'
+    _when:cask: echo '! test -d "/Applications/Ledger Live.app"' | bash
     ansible: professormanhattan.ledgerlive
     appimage: ledger-live-desktop
     cask: ledger-live
@@ -4428,7 +4418,7 @@ softwarePackages:
     _home: https://k8slens.dev/
     _name: Lens
     _snapClassic: true
-    _when:cask: '! test -d /Applications/Lens.app'
+    _when:cask: echo '! test -d /Applications/Lens.app' | bash
     ansible: professormanhattan.lens
     cask: lens
     choco: lens
@@ -4442,7 +4432,7 @@ softwarePackages:
     _github: https://github.com/hackjutsu/Lepton
     _home: https://hackjutsu.com/Lepton/
     _name: lepton
-    _when:cask: '! test -d /Applications/Lepton.app'
+    _when:cask: echo '! test -d /Applications/Lepton.app' | bash
     cask: lepton
     snap: lepton
   lexicon:
@@ -4461,7 +4451,7 @@ softwarePackages:
     _github: https://github.com/libimobiledevice/libimobiledevice
     _home: https://libimobiledevice.org/
     _name: null
-    _when: '! test -d /usr/local/Cellar/libimobiledevice'
+    _when: echo '! test -d /usr/local/Cellar/libimobiledevice' | bash
     brew:darwin: libimobiledevice
   kdeplasma-addons:
     apt: kdeplasma-addons
@@ -4476,7 +4466,7 @@ softwarePackages:
     pacman: kde-plasma-desktop
   krita:
     _bin: krita
-    _when:cask: '! test -d "/Applications/krita.app"'
+    _when:cask: echo '! test -d "/Applications/krita.app"' | bash
     cask: krita
     choco: krita
     flatpak: org.kde.krita
@@ -4487,7 +4477,7 @@ softwarePackages:
     _github: null
     _home: https://www.libreoffice.org/
     _name: LibreOffice
-    _when:cask: '! test -d /Applications/LibreOffice.app'
+    _when:cask: echo '! test -d /Applications/LibreOffice.app' | bash
     apt: libreoffice
     cask: libreoffice
     choco: libreoffice-fresh
@@ -4654,7 +4644,7 @@ softwarePackages:
     _github: null
     _home: https://www.malwarebytes.com/
     _name: Malwarebytes
-    _when:cask: '! test -d /Applications/Malwarebytes.app'
+    _when:cask: echo '! test -d /Applications/Malwarebytes.app' | bash
     cask: malwarebytes
     choco: malwarebytes
   dialect:
@@ -4662,13 +4652,13 @@ softwarePackages:
     flatpak: app.drey.Dialect
   meld:
     _bin: meld
-    _when:cask: '! test -d "/Applications/Meld.app"'
+    _when:cask: echo '! test -d "/Applications/Meld.app"' | bash
     cask: meld
     choco: meld
     flatpak: org.gnome.meld
   cryptomator:
     _bin: cryptomator
-    _when:cask: '! test -d "/Applications/Cryptomator.app"'
+    _when:cask: echo '! test -d "/Applications/Cryptomator.app"' | bash
     cask: cryptomator
     choco: cryptomator
     flatpak: org.cryptomator.Cryptomator
@@ -4677,13 +4667,13 @@ softwarePackages:
     flatpak: org.gnome.Connections
   ferdium:
     _bin: ferdium
-    _when:cask: '! test -d "/Applications/Ferdium.app"'
+    _when:cask: echo '! test -d "/Applications/Ferdium.app"' | bash
     cask: ferdium
     choco: ferdium
     flatpak: org.ferdium.Ferdium
   thunderbird:
     _bin: thunderbird
-    _when:cask: '! test -d "/Applications/Thunderbird.app"'
+    _when:cask: echo '! test -d "/Applications/Thunderbird.app"' | bash
     cask: thunderbird
     choco: thunderbird
     flatpak: org.mozilla.Thunderbird
@@ -4698,7 +4688,7 @@ softwarePackages:
     _github: https://github.com/Foundry376/Mailspring
     _home: https://getmailspring.com/
     _name: Mailspring
-    _when:cask: '! test -d /Applications/Mailspring.app'
+    _when:cask: echo '! test -d /Applications/Mailspring.app' | bash
     ansible: professormanhattan.mailspring
     cask: mailspring
     choco: mailspring
@@ -4712,7 +4702,7 @@ softwarePackages:
     _github: https://github.com/hql287/Manta
     _home: null
     _name: Manta
-    _when:cask: '! test -d /Applications/Manta.app'
+    _when:cask: echo '! test -d /Applications/Manta.app' | bash
     appimage: https://github.com/hql287/Manta/releases/download/v1.1.4/Manta-1.1.4-x86_64.AppImage
     cask: manta
     exe: https://github.com/hql287/Manta/releases/download/v1.1.4/Manta.Setup.1.1.4.exe
@@ -4724,7 +4714,7 @@ softwarePackages:
     _github: https://github.com/marktext/marktext
     _home: null
     _name: MarkText
-    _when:cask: '! test -d /Applications/MarkText.app'
+    _when:cask: echo '! test -d /Applications/MarkText.app' | bash
     cask: mark-text
     choco: marktext
     github: github.com/marktext/marktext
@@ -4749,7 +4739,7 @@ softwarePackages:
     _github: https://github.com/antonreshetov/massCode
     _home: null
     _name: MassCode
-    _when:cask: '! test -d /Applications/massCode.app'
+    _when:cask: echo '! test -d /Applications/massCode.app' | bash
     cask: masscode
     github: github.com/antonreshetov/massCode
   mc:
@@ -4787,7 +4777,7 @@ softwarePackages:
     _github: false
     _home: https://www.microsoft.com/en-us/edge
     _name: Microsoft Edge
-    _when:cask: '! test -d "/Applications/Microsoft Edge.app"'
+    _when:cask: echo '! test -d "/Applications/Microsoft Edge.app"' | bash
     ansible: professormanhattan.microsoftedge
     cask: microsoft-edge
     choco: microsoft-edge
@@ -4811,7 +4801,7 @@ softwarePackages:
     _github: null
     _home: https://www.office.com/
     _name: Office
-    _when:cask: '! test -d "/Applications/Microsoft Word.app"'
+    _when:cask: echo '! test -d "/Applications/Microsoft Word.app"' | bash
     cask: microsoft-office
     choco: office365business
   microsoft-todo:
@@ -4821,7 +4811,7 @@ softwarePackages:
     _github: false
     _home: https://todo.microsoft.com/tasks/
     _name: Microsoft To-Do
-    _when:cask: '! test -d /Applications/Ao.app'
+    _when:cask: echo '! test -d /Applications/Ao.app' | bash
     ansible: professormanhattan.microsofttodo
     cask: ao
     snap: microsoft-todo-unofficial
@@ -4857,7 +4847,7 @@ softwarePackages:
     _github: https://github.com/mjmlio/mjml-app
     _home: https://mjmlio.github.io/mjml-app/
     _name: MJML App
-    _when:cask: '! test -d /Applications/MJML.app'
+    _when:cask: echo '! test -d /Applications/MJML.app' | bash
     cask: mjml
     github: github.com/mjmlio/mjml-app
     npm: mjml
@@ -4880,7 +4870,7 @@ softwarePackages:
     _github: https://github.com/mockoon/mockoon
     _home: null
     _name: Mockoon
-    _when:cask: '! test -d /Applications/Mockoon.app'
+    _when:cask: echo '! test -d /Applications/Mockoon.app' | bash
     cask: mockoon
     choco: mockoon
     github: github.com/mockoon/mockoon
@@ -4935,7 +4925,7 @@ softwarePackages:
     _name: Monero
     _restricted: true
     _service: monero
-    _when:cask: '! test -d /Applications/monero-wallet-gui.app'
+    _when:cask: echo '! test -d /Applications/monero-wallet-gui.app' | bash
     ansible: professormanhattan.monero
     cask: monero-wallet
     choco: monero
@@ -4956,7 +4946,7 @@ softwarePackages:
     _github: https://github.com/mymonero/mymonero-app-js
     _docs: https://github.com/mymonero/mymonero-app-js
     _home: https://mymonero.com/
-    _when:cask: '! test -d /Applications/MyMonero.app'
+    _when:cask: echo '! test -d /Applications/MyMonero.app' | bash
     cask: mymonero
     choco: mymonero
   motrix:
@@ -4966,7 +4956,7 @@ softwarePackages:
     _github: https://github.com/agalwood/Motrix
     _home: https://motrix.app/
     _name: Motrix
-    _when:cask: '! test -d /Applications/Motrix.app'
+    _when:cask: echo '! test -d /Applications/Motrix.app' | bash
     ansible: professormanhattan.motrix
     cask: motrix
     choco: motrix
@@ -4995,7 +4985,7 @@ softwarePackages:
     _github: https://github.com/emqx/MQTTX
     _home: null
     _name: MQTT X
-    _when:cask: '! test -d /Applications/MQTTX.app'
+    _when:cask: echo '! test -d /Applications/MQTTX.app' | bash
     cask: mqttx
     flatpak: com.emqx.MQTTX
     github: github.com/emqx/MQTTX
@@ -5040,7 +5030,7 @@ softwarePackages:
     _github: https://github.com/hschmidt/EnvPane
     _home: https://github.com/hschmidt/EnvPane
     _name: EnvPane
-    _when:script: '! test -d "$HOME/Library/PreferencePanes/EnvPane.prefPane"'
+    _when:script: test -d "$HOME/Library/PreferencePanes/EnvPane.prefPane"
     script:darwin: '(cd ~/Library/PreferencePanes && rm -rf EnvPane.prefPane && curl -sL https://github.com/hschmidt/EnvPane/releases/download/releases%2F0.8/EnvPane-0.8.tar.bz2 | tar -xjf -)'
   skhd:
     _bin: skhd
@@ -5058,7 +5048,7 @@ softwarePackages:
     _github: https://github.com/ProfileCreator/ProfileCreator
     _home: https://github.com/ProfileCreator/ProfileCreator
     _name: Profile Creator
-    _when:cask: '! test -d /Applications/ProfileCreator.app'
+    _when:cask: echo '! test -d /Applications/ProfileCreator.app' | bash
     cask: profilecreator
   vagrant-manager:
     _bin: null
@@ -5067,7 +5057,7 @@ softwarePackages:
     _github: https://github.com/lanayotech/vagrant-manager
     _home: https://www.vagrantmanager.com/
     _name: Vagrant Manager
-    _when:cask: '! test -d "/Applications/Vagrant Manager.app"'
+    _when:cask: echo '! test -d "/Applications/Vagrant Manager.app"' | bash
     cask: vagrant-manager
     choco: vagrant-manager
   openinterminal:
@@ -5077,14 +5067,14 @@ softwarePackages:
     _github: https://github.com/Ji4n1ng/OpenInTerminal
     _home: https://github.com/Ji4n1ng/OpenInTerminal
     _name: OpenInTerminal
-    _when:cask: '! test -d /Applications/OpenInTerminal.app'
+    _when:cask: echo '! test -d /Applications/OpenInTerminal.app' | bash
     cask: openinterminal
   youtube-music:
     _desc: YouTube Music desktop app bundled with custom plugins (and built-in ad blocker / downloader)
     _docs: null
     _github: https://github.com/th-ch/youtube-music
     _home: https://th-ch.github.io/youtube-music/
-    _when:script:darwin: '! test -d "/Applications/YouTube Music.app"'
+    _when:script:darwin: test -d "/Applications/YouTube Music.app"
     appimage: th-ch/youtube-music
     apt: https://github.com/th-ch/youtube-music/releases/download/v1.19.0/youtube-music_1.19.0_amd64.deb
     exe: https://github.com/th-ch/youtube-music/releases/download/v1.19.0/YouTube-Music-Setup-1.19.0.exe
@@ -5099,7 +5089,7 @@ softwarePackages:
     _github: https://github.com/meowtec/Imagine
     _home: https://github.com/meowtec/Imagine
     _name: Imagine
-    _when:script:darwin: '! test -d /Applications/Imagine.app'
+    _when:script:darwin: test -d /Applications/Imagine.app
     appimage: meowtec/Imagine
     exe: https://github.com/meowtec/Imagine/releases/download/v0.7.4/Imagine-Setup-0.7.4.exe
     script:darwin: curl -sSL https://github.com/meowtec/Imagine/releases/download/v0.7.4/Imagine-0.7.4.dmg > /tmp/Imagine.dmg && sudo hdiutil attach /tmp/Imagine.dmg && sudo cp -R "/Volumes/Imagine 0.7.4/Imagine.app" /Applications && sudo hdiutil detach "/Volumes/Imagine 0.7.4" && rm -f /tmp/Imagine.dmg
@@ -5110,7 +5100,7 @@ softwarePackages:
     _github: https://github.com/mullvad/mullvadvpn-app
     _home: null
     _name: Mullvad VPN
-    _when:cask: '! test -d "/Applications/Mullvad VPN.app"'
+    _when:cask: echo '! test -d "/Applications/Mullvad VPN.app"' | bash
     apt: https://github.com/mullvad/mullvadvpn-app/releases/download/2022.5/MullvadVPN-2022.5_amd64.deb
     cask: mullvadvpn
     exe: https://github.com/mullvad/mullvadvpn-app/releases/download/2022.5/MullvadVPN-2022.5.exe
@@ -5126,7 +5116,7 @@ softwarePackages:
     _name: Multipass
     _post:cask: multipass set local.driver=virtualbox
     _post:choco: multipass set local.driver=virtualbox
-    _when:cask: '! test -d /Applications/Multipass.app'
+    _when:cask: echo '! test -d /Applications/Multipass.app' | bash
     ansible: professormanhattan.multipass
     cask: multipass
     choco: multipass
@@ -5375,7 +5365,7 @@ softwarePackages:
     _github: https://github.com/nextcloud/desktop
     _home: https://nextcloud.com
     _name: Nextcloud Client
-    _when:cask: '! test -d /Applications/Nextcloud.app'
+    _when:cask: echo '! test -d /Applications/Nextcloud.app' | bash
     cask: nextcloud
     choco: nextcloud-client
     flatpak: com.nextcloud.desktopclient.nextcloud
@@ -5479,7 +5469,7 @@ softwarePackages:
     _home: https://www.notion.so/
     _name: Notion AI
     _note: Waiting on Linux install alternative.
-    _when:cask: '! test -d /Applications/Notion.app'
+    _when:cask: echo '! test -d /Applications/Notion.app' | bash
     cask: notion
     choco: notion
   zaproxy:
@@ -5490,7 +5480,7 @@ softwarePackages:
     _home: https://www.zaproxy.org/
     _name: OWASP ZAP
     _snapClassic: true
-    _when:cask: '! test -d "/Applications/OWASP ZAP.app"'
+    _when:cask: echo '! test -d "/Applications/OWASP ZAP.app"' | bash
     cask: owasp-zap
     choco: zap
     flatpak: org.zaproxy.ZAP
@@ -5504,7 +5494,7 @@ softwarePackages:
     _github: https://github.com/superhighfives/pika
     _home: https://superhighfives.com/pika
     _name: Pika
-    _when:cask: '! test -d /Applications/Pika.app'
+    _when:cask: echo '! test -d /Applications/Pika.app' | bash
     cask: pika
   obsidian:
     _bin: null
@@ -5513,7 +5503,7 @@ softwarePackages:
     _github: false
     _home: https://obsidian.md/
     _name: Obsidian
-    _when:cask: '! test -d /Applications/Obsidian.app'
+    _when:cask: echo '! test -d /Applications/Obsidian.app' | bash
     appimage: Obsidian
     cask: obsidian
     choco: obsidian
@@ -5527,7 +5517,7 @@ softwarePackages:
     _github: https://github.com/raycast/extensions
     _home: https://www.raycast.com/
     _name: Raycast
-    _when:cask: '! test -d /Applications/Raycast.app'
+    _when:cask: echo '! test -d /Applications/Raycast.app' | bash
     cask: raycast
   mage-ai:
     _bin: mage
@@ -5544,7 +5534,7 @@ softwarePackages:
     _github: https://github.com/warpdotdev/Warp
     _home: https://www.warp.dev/
     _name: Warp Terminal
-    _when:cask: '! test -d /Applications/Warp.app'
+    _when:cask: echo '! test -d /Applications/Warp.app' | bash
     cask: warp
   figma:
     _bin: null
@@ -5553,7 +5543,7 @@ softwarePackages:
     _github: false
     _home: https://www.figma.com/
     _name: Figma
-    _when:cask: '! test -d /Applications/Figma.app'
+    _when:cask: echo '! test -d /Applications/Figma.app' | bash
     appimage: Figma-Linux/figma-linux
     cask: figma
     choco: figma
@@ -5566,7 +5556,7 @@ softwarePackages:
     _github: https://github.com/teaxyz/gui
     _home: https://tea.xyz/
     _name: Tea GUI
-    _when:cask: '! test -d /Applications/tea.app'
+    _when:cask: echo '! test -d /Applications/tea.app' | bash
     cask: tea
   node-prune:
     _bin: node-prune
@@ -5640,7 +5630,7 @@ softwarePackages:
     _github: https://github.com/nukeop/nuclear
     _home: https://nuclear.js.org/
     _name: Nuclear
-    _when:cask: '! test -d /Applications/nuclear.app'
+    _when:cask: echo '! test -d /Applications/nuclear.app' | bash
     cask: nuclear
     choco: nuclear
     flatpak: org.js.nuclear.Nuclear
@@ -5694,7 +5684,7 @@ softwarePackages:
       sudo chmod 644 /etc/udev/rules.d/49-onlykey.rules
       sudo udevadm control --reload-rules
       sudo udevadm trigger
-    _when:ansible:darwin: '! test -d "/Applications/OnlyKey App.app"'
+    _when:ansible:darwin: test -d "/Applications/OnlyKey App.app"
     ansible:darwin: professormanhattan.onlykey
     choco: onlykey
     snap: onlykey-app
@@ -5814,7 +5804,7 @@ softwarePackages:
     _github: https://github.com/neovide/neovide
     _home: https://neovide.dev/
     _name: Neovide
-    _when:cask: '! test -d /Applications/Neovide.app'
+    _when:cask: echo '! test -d /Applications/Neovide.app' | bash
     cask: neovide
     pacman: neovide
     scoop: neovide
@@ -5878,7 +5868,7 @@ softwarePackages:
     _github: null
     _home: https://www.parallels.com/
     _name: Parallels
-    _when: '! test -d "/Applications/Parallels Desktop.app"'
+    _when: echo '! test -d "/Applications/Parallels Desktop.app"' | bash
     ansible:darwin: professormanhattan.parallels
   gnome-passwords-keys:
     _bin: seahorse
@@ -6098,7 +6088,7 @@ softwarePackages:
     _github: https://github.com/plexinc/plex-media-player
     _home: https://www.plex.tv/
     _name: Plex
-    _when:cask: '! test -d /Applications/Plex.app'
+    _when:cask: echo '! test -d /Applications/Plex.app' | bash
     ansible: professormanhattan.plex
     cask:
       - plex
@@ -6114,7 +6104,7 @@ softwarePackages:
     _bin: plex-htpc
     _home: https://www.plex.tv/
     _name: Plex HTPC
-    _when:cask: '! test -d "/Applications/Plex HTPC.app"'
+    _when:cask: echo '! test -d "/Applications/Plex HTPC.app"' | bash
     cask: plex-htpc
     flatpak: tv.plex.PlexHTPC
     snap: plex-htpc
@@ -6222,7 +6212,7 @@ softwarePackages:
     _github: null
     _home: https://www.postman.com/
     _name: Postman
-    _when:cask: '! test -d /Applications/Postman.app'
+    _when:cask: echo '! test -d /Applications/Postman.app' | bash
     ansible: professormanhattan.postman
     cask: postman
     choco: postman
@@ -6237,7 +6227,7 @@ softwarePackages:
     _home: null
     _name: Powershell
     _snapClassic: true
-    _when:cask: '! test -d /Applications/PowerShell.app'
+    _when:cask: echo '! test -d /Applications/PowerShell.app' | bash
     ansible: professormanhattan.powershell
     cask: powershell
     snap: powershell
@@ -6292,7 +6282,7 @@ softwarePackages:
     _home: https://github.com/amiechen/pretzel
     _name: Pretzel
     _todo: Waiting for SHASUM error on Homebrew cask to resolve
-    _when:cask: '! test -d /Applications/Pretzel.app'
+    _when:cask: echo '! test -d /Applications/Pretzel.app' | bash
     # cask: pretzel
   procs:
     _bin: procs
@@ -6320,7 +6310,7 @@ softwarePackages:
     _post:yay: sudo pacman -Syu libappindicator-gtk3 gnome-shell-extension-appindicator
     _pre:apt: sudo apt-get install -y https://repo.protonvpn.com/debian/dists/stable/main/binary-all/protonvpn-stable-release_1.0.3_all.deb && sudo apt-get update
     _pre:dnf: sudo dnf install -y https://repo.protonvpn.com/fedora-36-stable/release-packages/protonvpn-stable-release-1.0.1-1.noarch.rpm && sudo dnf update
-    _when:cask: '! test -d /Applications/ProtonVPN.app'
+    _when:cask: echo '! test -d /Applications/ProtonVPN.app' | bash
     # ansible: professormanhattan.proton
     apt:
       - gir1.2-appindicator3-0.1
@@ -6349,14 +6339,14 @@ softwarePackages:
     script:darwin: brew install openvpn dialog python3 || true && sudo rm -rf /usr/local/src/protonvpn-cli && sudo git clone https://github.com/phx/protonvpn-cli-macos /usr/local/src/protonvpn-cli && cd /usr/local/src/protonvpn-cli && pip3 install -r requirements.txt && sudo python3 setup.py install
   protonmail-bridge:
     _bin: protonmail-bridge
-    _when:cask: '! test -d "/Applications/Proton Mail Bridge.app"'
+    _when:cask: echo '! test -d "/Applications/Proton Mail Bridge.app"' | bash
     cask: protonmail-bridge
     choco: protonmailbridge
     flatpak: ch.protonmail.protonmail-bridge
     yay: protonmail-bridge
   protonmail-import-export:
     _bin: protonmail-import-export
-    _when:cask: '! test -d "/Applications/ProtonMail Import-Export app.app"'
+    _when:cask: echo '! test -d "/Applications/ProtonMail Import-Export app.app"' | bash
     cask: protonmail-import-export
     flatpak: ch.protonmail.protonmail-import-export-app
   bottles:
@@ -6434,7 +6424,7 @@ softwarePackages:
     _github: https://github.com/qbittorrent/qBittorrent
     _home: https://www.qbittorrent.org/
     _name: qBittorrent
-    _when:cask: '! test -d /Applications/qBittorrent.app'
+    _when:cask: echo '! test -d /Applications/qBittorrent.app' | bash
     ansible: professormanhattan.qbittorrent
     apt: qbittorrent
     cask: qbittorrent
@@ -6450,7 +6440,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: null
-    _when: '! ((brew list provisionql | grep ProvisionQL) && (brew list qlcolorcode | grep QLColorCode) && (brew list qlimagesize | grep qlImageSize) && (brew list qlmarkdown | grep QLMarkdown) && (brew list qlstephen | grep QLStephen) && (brew list qlvideo | grep QLVideo) && (brew list quicklook-json | grep QuickLookJSON) && (brew list quicklookapk | grep QuickLookAPK) && (brew list webpquicklook | grep WebpQuickLook))'
+    _when: echo '! ((brew list provisionql | grep ProvisionQL) && (brew list qlcolorcode | grep QLColorCode) && (brew list qlimagesize | grep qlImageSize) && (brew list qlmarkdown | grep QLMarkdown) && (brew list qlstephen | grep QLStephen) && (brew list qlvideo | grep QLVideo) && (brew list quicklook-json | grep QuickLookJSON) && (brew list quicklookapk | grep QuickLookAPK) && (brew list webpquicklook | grep WebpQuickLook))' | bash
     cask:
       - provisionql
       - qlcolorcode
@@ -6494,7 +6484,7 @@ softwarePackages:
     _github: https://github.com/raspberrypi/rpi-imager
     _home: https://www.raspberrypi.com/software/
     _name: Raspberry Pi Imager
-    _when:cask: '! test -d "/Applications/Raspberry Pi Imager.app"'
+    _when:cask: echo '! test -d "/Applications/Raspberry Pi Imager.app"' | bash
     ansible: professormanhattan.raspberryimager
     cask: raspberry-pi-imager
     choco: rpi-imager
@@ -6544,7 +6534,7 @@ softwarePackages:
     _github: https://github.com/PabloLec/RecoverPy
     _home: https://github.com/PabloLec/RecoverPy
     _name: RecoverPy
-    _when: '! pip3 list | grep recoverpy > /dev/null'
+    _when: echo '! pip3 list | grep recoverpy > /dev/null' | bash
     ansible:linux: professormanhattan.recoverpy
     script:linux: python3 -m pip install recoverpy
   coreutils:
@@ -6599,7 +6589,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: Microsoft Remote Desktop
-    _when:cask: '! test -d "/Applications/Microsoft Remote Desktop.app"'
+    _when:cask: echo '! test -d "/Applications/Microsoft Remote Desktop.app"' | bash
     cask: microsoft-remote-desktop
   xrdp:
     _bin: xrdp
@@ -6623,7 +6613,7 @@ softwarePackages:
     _github: https://github.com/responsively-org/responsively-app
     _home: null
     _name: Responsively
-    _when:cask: '! test -d /Applications/ResponsivelyApp.app'
+    _when:cask: echo '! test -d /Applications/ResponsivelyApp.app' | bash
     cask: responsively
     choco: responsively
     github: github.com/responsively-org/responsively-app
@@ -6755,7 +6745,7 @@ softwarePackages:
     _github: https://github.com/lukehaas/RunJS
     _home: null
     _name: RunJS
-    _when:cask: '! test -d /Applications/RunJS.app'
+    _when:cask: echo '! test -d /Applications/RunJS.app' | bash
     cask: runjs
     choco: runjs
     github: github.com/lukehaas/RunJS
@@ -6865,7 +6855,7 @@ softwarePackages:
     _home: null
     _name: Sanoid
     # Only install Sanoid when there are ZFS shares listed in the command `zfs list`
-    _when: zfs list
+    _when: echo '! zfs list' | bash
     ansible:linux: professormanhattan.sanoid
     apt:
       - libcapture-tiny-perl
@@ -6891,7 +6881,7 @@ softwarePackages:
     _home: https://www.blender.org/
     _name: Blender
     _snapClassic: true
-    _when:cask: '! test -d /Applications/Blender.app'
+    _when:cask: echo '! test -d /Applications/Blender.app' | bash
     apt: blender
     cask: blender
     choco: blender
@@ -6925,7 +6915,7 @@ softwarePackages:
     _github: https://github.com/audacity/audacity
     _home: https://www.audacityteam.org/
     _name: Audacity
-    _when:cask: '! test -d /Applications/Audacity.app'
+    _when:cask: echo '! test -d /Applications/Audacity.app' | bash
     appimage: Audacity
     apt: audacity
     cask: audacity
@@ -7012,7 +7002,7 @@ softwarePackages:
     _github: https://github.com/maxgoedjen/secretive
     _home: null
     _name: null
-    _when:cask: '! test -d /Applications/Secretive.app'
+    _when:cask: echo '! test -d /Applications/Secretive.app' | bash
     cask: secretive
   security:
     _bin: null
@@ -7169,7 +7159,7 @@ softwarePackages:
     _home: https://shotcut.org/
     _name: Shotcut
     _snapClassic: true
-    _when:cask: '! test -d /Applications/Shotcut.app'
+    _when:cask: echo '! test -d /Applications/Shotcut.app' | bash
     ansible: professormanhattan.shotcut
     apt: shotcut
     cask: shotcut
@@ -7219,7 +7209,7 @@ softwarePackages:
     _github: Not open-source
     _home: https://www.skype.com/en/
     _name: Skype
-    _when:cask: '! test -d /Applications/Skype.app'
+    _when:cask: echo '! test -d /Applications/Skype.app' | bash
     ansible: professormanhattan.skype
     cask: skype
     choco: skype
@@ -7233,7 +7223,7 @@ softwarePackages:
     _github: https://github.com/slackhq/SlackTextViewController
     _home: https://slack.com/
     _name: Slack
-    _when:cask: '! test -d /Applications/Slack.app'
+    _when:cask: echo '! test -d /Applications/Slack.app' | bash
     ansible: professormanhattan.slack
     cask: slack
     choco: slack
@@ -7255,7 +7245,7 @@ softwarePackages:
     _github: https://github.com/sveinbjornt/Sloth
     _home: https://sveinbjorn.org/sloth
     _name: Sloth
-    _when:cask: '! test -d /Applications/Sloth.app'
+    _when:cask: echo '! test -d /Applications/Sloth.app' | bash
     cask: sloth
   snapcraft:
     _deps:
@@ -7286,7 +7276,7 @@ softwarePackages:
     _github: https://github.com/evilsocket/opensnitch
     _home: https://www.obdev.at/products/littlesnitch/index.html
     _name: OpenSnitch/Little Snitch
-    _when:cask: '! test -d "/Applications/Little Snitch.app"'
+    _when:cask: echo '! test -d "/Applications/Little Snitch.app"' | bash
     # Not loading on Ubuntu 22.04
     # ansible: professormanhattan.snitch
     cask: little-snitch
@@ -7337,13 +7327,13 @@ softwarePackages:
     _github: https://github.com/sqlectron/sqlectron-gui
     _home: null
     _name: SQLectron
-    _when:cask: '! test -d /Applications/sqlectron.app'
+    _when:cask: echo '! test -d /Applications/sqlectron.app' | bash
     cask: sqlectron
     github: github.com/sqlectron/sqlectron-gui
     yay: sqlectron-gui
   handbrake:
     _bin: handbrake
-    _when:cask: '! test -d "/Applications/HandBrake.app"'
+    _when:cask: echo '! test -d "/Applications/HandBrake.app"' | bash
     cask: handbrake
     choco: handbrake
     flatpak: fr.handbrake.ghb
@@ -7395,7 +7385,7 @@ softwarePackages:
     _github: https://github.com/Tunnelblick/Tunnelblick
     _home: https://tunnelblick.net/
     _name: Tunnelblick
-    _when: '! test -d "/Applications/Tunnelblick.app"'
+    _when: echo '! test -d "/Applications/Tunnelblick.app"' | bash
     cask: tunnelblick
   endlessh:
     _bin: endlessh
@@ -7459,7 +7449,7 @@ softwarePackages:
     _github: https://github.com/exelban/stats
     _home: null
     _name: stats
-    _when:cask: '! test -d /Applications/Stats.app'
+    _when:cask: echo '! test -d /Applications/Stats.app' | bash
     cask: stats
     _service: null
   stegcloak:
@@ -7511,7 +7501,7 @@ softwarePackages:
     _github: https://github.com/oldj/SwitchHosts
     _home: https://swh.app/
     _name: SwitchHosts
-    _when:cask: '! test -d "/Applications/SwitchHosts.app"'
+    _when:cask: echo '! test -d "/Applications/SwitchHosts.app"' | bash
     ansible: professormanhattan.switchhosts
     appimage: oldj/SwitchHosts
     cask: switchhosts
@@ -7545,7 +7535,7 @@ softwarePackages:
     _github: https://github.com/lapce/lapce
     _home: https://lapce.dev/
     _name: Lapce
-    _when:cask: '! test -d /Applications/Lapce.app'
+    _when:cask: echo '! test -d /Applications/Lapce.app' | bash
     brew: lapce
     emerge: app-editors/lapce
     flatpak: dev.lapce.lapce
@@ -7705,7 +7695,7 @@ softwarePackages:
     _name: Tabby
     _snapClassic: true
     _notes: TODO Update the direct links periodically and keep eye out for Snap / Flatpak
-    _when:cask: '! test -d /Applications/Tabby.app'
+    _when:cask: echo '! test -d /Applications/Tabby.app' | bash
     ansible:linux: professormanhattan.tabby
     apt: https://github.com/Eugeny/tabby/releases/download/v1.0.188/tabby-1.0.188-linux-x64.deb
     cask: tabby
@@ -7733,7 +7723,7 @@ softwarePackages:
     _github: https://github.com/tailscale/tailscale
     _home: https://tailscale.com/
     _name: Tailscale Client
-    _when:cask: '! test -d "/Applications/Tailscale.app"'
+    _when:cask: echo '! test -d "/Applications/Tailscale.app"' | bash
     cask: tailscale
     choco: tailscale
   task:
@@ -7801,7 +7791,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: Microsoft Teams
-    _when:cask: '! test -d "/Applications/Microsoft Teams.app"'
+    _when:cask: echo '! test -d "/Applications/Microsoft Teams.app"' | bash
     ansible: professormanhattan.teams
     cask: microsoft-teams
     choco: microsoft-teams
@@ -7815,7 +7805,7 @@ softwarePackages:
     _github: Not open-source
     _home: https://www.teamviewer.com/en-us/
     _name: TeamViewer
-    _when:cask: '! test -d /Applications/TeamViewer.app'
+    _when:cask: echo '! test -d /Applications/TeamViewer.app' | bash
     ansible:linux: professormanhattan.teamviewer
     apt: https://download.teamviewer.com/download/linux/teamviewer_amd64.deb
     cask: teamviewer
@@ -8200,14 +8190,14 @@ softwarePackages:
     scoop: upx
   cutter:
     _bin: cutter
-    _when:cask: '! test -d "/Applications/Cutter.app"'
+    _when:cask: echo '! test -d "/Applications/Cutter.app"' | bash
     cask: cutter
     choco: cutter
     flatpak: re.rizin.cutter
   librewolf:
     _bin: librewolf
     _scoopExtras: true
-    _when:cask: '! test -d "/Applications/LibreWolf.app"'
+    _when:cask: echo '! test -d "/Applications/LibreWolf.app"' | bash
     cask: librewolf
     choco: librewolf
     flatpak: io.gitlab.librewolf-community
@@ -8261,7 +8251,7 @@ softwarePackages:
     _github: https://github.com/vincelwt/chatgpt-mac
     _home: https://github.com/vincelwt/chatgpt-mac
     _name: ChatGPT Menubar for macOS
-    _when:cask: '! test -d /Applications/Chatgpt.app'
+    _when:cask: echo '! test -d /Applications/Chatgpt.app' | bash
     cask: vincelwt-chatgpt
   vector:
     _bin: vector
@@ -8289,7 +8279,7 @@ softwarePackages:
     yay: velero-bin
   macvim:
     _todo: Integrate this into macOS setup
-    _when:cask: '! test -d /Applications/MacVim.app'
+    _when:cask: echo '! test -d /Applications/MacVim.app' | bash
     cask: macvim
   vim:
     _bin: vim
@@ -8362,7 +8352,7 @@ softwarePackages:
       EOF
       sudo dnf -y install @development-tools
       sudo dnf -y install kernel-headers kernel-devel dkms elfutils-libelf-devel qt5-qtx11extras
-    _when:cask: '! test -d /Applications/VirtualBox.app'
+    _when:cask: echo '! test -d /Applications/VirtualBox.app' | bash
     ansible: professormanhattan.virtualbox
     apt: virtualbox
     cask: virtualbox
@@ -8386,14 +8376,14 @@ softwarePackages:
     _home: https://visualstudio.microsoft.com/
     _name: Visual Studio
     _post:cask: 'APP_LINK="$(find /usr/local/Caskroom/visual-studio -mindepth 2 -maxdepth 2 -name "*.app*" | head -n1)" && open "$APP_LINK"'
-    _when:cask: '! test -d "/Applications/Visual Studio.app"'
+    _when:cask: echo '! test -d "/Applications/Visual Studio.app"' | bash
     ansible:windows: professormanhattan.visualstudio
     cask: visual-studio
     choco: visualstudio2022community
   vscodium:
     _bin: codium
     _snapClassic: true
-    _when:cask: '! test -d "/Applications/VSCodium.app"'
+    _when:cask: echo '! test -d "/Applications/VSCodium.app"' | bash
     appimage: vscodium/vscodium
     cask: vscodium
     choco: vscodium
@@ -8410,7 +8400,7 @@ softwarePackages:
     _github: https://github.com/videolan/vlc
     _home: https://www.videolan.org/vlc/
     _name: VLC Media Player
-    _when:cask: '! test -d /Applications/VLC.app'
+    _when:cask: echo '! test -d /Applications/VLC.app' | bash
     ansible: professormanhattan.vlc
     apt: vlc
     cask: vlc
@@ -8425,7 +8415,7 @@ softwarePackages:
     _github: null
     _home: https://www.vmware.com/
     _name: VMWare
-    _when:darwin: '! test -d "/Applications/VMware Fusion.app"'
+    _when:darwin: test -d "/Applications/VMware Fusion.app"
     ansible: professormanhattan.vmware
     cask: vmware-fusion
   what-ip:
@@ -8460,7 +8450,7 @@ softwarePackages:
     _home: https://code.visualstudio.com/
     _name: Visual Studio Code
     _snapClassic: true
-    _when:cask: '! test -d "/Applications/Visual Studio Code.app"'
+    _when:cask: echo '! test -d "/Applications/Visual Studio Code.app"' | bash
     ansible: professormanhattan.vscode
     cask: visual-studio-code
     choco: vscode
@@ -8496,7 +8486,7 @@ softwarePackages:
     _github: null
     _home: https://cloudflarewarp.com/
     _name: Cloudflare WARP Client
-    _when:darwin: '! test -d "/Applications/Cloudflare WARP.app"'
+    _when:darwin: test -d "/Applications/Cloudflare WARP.app"
     # Needs tuning - possibly unrelated, but internet wasn't working on Ubuntu after installing this and removed it during debugging
     # ansible: professormanhattan.warp
     apt: cloudflare-warp
@@ -8575,7 +8565,7 @@ softwarePackages:
     _github: https://github.com/webtorrent/webtorrent-desktop
     _home: webtorrent.io/desktop
     _name: WebTorrent Desktop
-    _when:cask: '! test -d /Applications/WebTorrent.app'
+    _when:cask: echo '! test -d /Applications/WebTorrent.app' | bash
     cask: webtorrent
     choco: webtorrent-desktop
     flatpak: io.webtorrent.WebTorrent
@@ -8660,7 +8650,7 @@ softwarePackages:
     _github: https://github.com/will-stone/browserosaurus
     _home: https://browserosaurus.com/
     _name: Browserosaurus
-    _when:cask: '! test -d /Applications/Browserosaurus.app'
+    _when:cask: echo '! test -d /Applications/Browserosaurus.app' | bash
     cask: browserosaurus
   docker:
     _bin: docker
@@ -8692,7 +8682,7 @@ softwarePackages:
       - docker-compose-plugin
   openssh-server:
     _service: sshd
-    _when: '! "$(grep Microsoft /proc/version)"'
+    _when: echo '! grep Microsoft /proc/version && ! test -d /Applications' | bash
     apt: openssh-server
     dnf: openssh-server
     pacman: openssh
@@ -8707,7 +8697,7 @@ softwarePackages:
   fail2ban:
     _service: fail2ban
     # fail2ban cannot be installed on Qubes Fedora 36 without messing with the qubes-firewall since firewalld is required
-    _when: '! command -v qubes-firewall > /dev/null && ! "$(grep Microsoft /proc/version)"'
+    _when: echo '! command -v qubes-firewall > /dev/null && ! "$(grep Microsoft /proc/version)"' | bash
     apt: fail2ban
     brew: fail2ban
     dnf: fail2ban
@@ -8729,7 +8719,7 @@ softwarePackages:
     _github: null
     _home: null
     _name: WireGuard Client
-    _when:mas: '! test -d /Applications/WireGuard.app'
+    _when:mas: test -d /Applications/WireGuard.app
     choco: wireguard
     mas: 1451685025
     scoop: wireguard-np
@@ -8772,7 +8762,7 @@ softwarePackages:
     _github: https://github.com/wireshark/wireshark
     _home: https://www.wireshark.org/
     _name: Wireshark
-    _when:cask: '! test -d /Applications/Wireshark.app'
+    _when:cask: echo '! test -d /Applications/Wireshark.app' | bash
     apt: wireshark
     cask: wireshark
     choco: wireshark
@@ -8786,7 +8776,7 @@ softwarePackages:
     _github: https://github.com/wkhtmltopdf/wkhtmltopdf
     _home: null
     _name: wkhtmltopdf
-    _when:cask: '! test -d /usr/local/Caskroom/wkhtmltopdf'
+    _when:cask: echo '! test -d /usr/local/Caskroom/wkhtmltopdf' | bash
     # CentOS Stream 9 does not have a supported GitHub release available
     # ansible: professormanhattan.wkhtmltopdf
     apt: wkhtmltopdf
@@ -8998,7 +8988,7 @@ softwarePackages:
     _github: null
     _home: https://www.yubico.com/products/yubico-authenticator/
     _name: Yubico Authenticator
-    _when:darwin: '! test -d "/Applications/Yubico Authenticator.app"'
+    _when:darwin: test -d "/Applications/Yubico Authenticator.app"
     ansible:darwin: professormanhattan.yubikey
     choco: yubico-authenticator
     flatpak: com.yubico.yubioath
@@ -9020,7 +9010,7 @@ softwarePackages:
     _github: https://github.com/Yubico/yubikey-manager-qt
     _home: https://developers.yubico.com/yubikey-manager-qt/
     _name: YubiKey Manager
-    _when:darwin: '! test -d "/Applications/YubiKey Manager.app"'
+    _when:darwin: test -d "/Applications/YubiKey Manager.app"
     ansible:darwin: professormanhattan.yubikey
     appimage: Yubico/yubikey-manager-qt
     choco: yubikey-manager
@@ -9044,7 +9034,7 @@ softwarePackages:
     _github: Not open-source
     _home: https://zoom.us/
     _name: Zoom
-    _when:cask: '! test -d /Applications/zoom.us.app'
+    _when:cask: echo '! test -d /Applications/zoom.us.app' | bash
     ansible: professormanhattan.zoom
     cask: zoom
     choco: zoom