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    You don't need to do brew upgrade brew-cask anymore as since this pull request brew update will also now upgrade homebrew-cask automatically.
    – Lantrix
    Commented Jul 12, 2016 at 6:20
  • 1
    @Lantrix Thanks for that update. I've edited my answer to reflect this change.
    – SaxDaddy
    Commented Jul 12, 2016 at 15:28
  • 3
    brew upgrade --cleanup will remove old packages as new packages are installed.
    – Zenexer
    Commented Jan 31, 2018 at 5:45
  • I dont advise to use brew upgrade but instead to use brew outdated and then upgrade each one of the packages by brew upgrade PACKAGE that way you have more control
    – Pedro Luz
    Commented Mar 24, 2018 at 11:13
  • 1
    brew upgrade runs brew update before looking for package updates. Thus, brew update is unnecessary.
    – MCCCS
    Commented May 3, 2018 at 12:41