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The (admittedly bad) solution at this point is to use the --force flag while uninstalling and clean up old versions from /opt/homebrew-cask/Caskroom/ manually. If you have a list of applications handy, it might be faster to wipe the entire directory and reinstall all of them.
I upgraded to new system:
brew uninstall --force brew-cask; brew update
I attempted to remove an unused Cask:
The cask is present in
/opt/homebrew-cask/Caskroom/eyetv/3.6.5
Attempting to re-install cask:
Results in a second cask located at
/opt/homebrew-cask/Caskroom/eyetv/3.6.8_7407
Version:
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