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@chadlwilson
Last active November 10, 2019 12:01
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Notes on Catalina upgrade

MacOS Catalina Upgrade

On a MacBook Pro (Retina, 15-Inch, Mid 2015, from latest Mojave)

Things I noticed

  • Have to re-approve notifications from many apps via popups
  • On initial boot Docker didn't automatically start, but seems fine after first manually starting and subsequent reboots
  • A few things appeared in ~/Desktop/Relocated Items but nothing important; removed them.

May require upgrades for patches/compatibility

  • Beyond Compare to 4.3 for 64-bit support
  • Kindle to 1.26.1 / 55093 for 64-bit support
  • VirtualBox to 6.0.14 to prevent crashing when VM loses focus on Windows Guest. Workaround was to remove "Accessibility" permissions in Security and Privacy and deny request to capture keystrokes when it starts. https://forums.virtualbox.org/viewtopic.php?f=39&t=93419&sid=801937b0b83791d1d5885e266df7773b&start=15
  • Alfred to 4.0.5 to remove duplicate apps in Alfred results: or type 'reload' into Alfred box to rebuild cache.

Needed to fix

  • The normal xcode-select --install after an XCode upgrade to get brew and git working again
  • Some weird brew errors on later installs, including strange Ruby stack traces. Final fix was install over the top of existing installation and reset clones
    /usr/bin/ruby -e "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install)"
    brew update-reset
    brew doctor # to verify

Confirmed OK

  • Docker 19 and previous containers/volumes etc
  • IntelliJ IDEA
  • Firefox
  • Tunnelblick and previous profiles
  • brew update brew upgrade etc
  • previous zsh profile etc
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