There's an argument switch to have homebrew do clean-up every time it upgrades!
brew upgrade --cleanup
==> Upgrading tbb ==> Downloading https://homebrew.bintray.com/bottles/tbb-2019_U2.mojave.bottle.t ######################################################################## 100.0% ==> Pouring tbb-2019_U2.mojave.bottle.tar.gz 🍺 /usr/local/Cellar/tbb/2019_U2: 134 files, 2.7MB Removing: /usr/local/Cellar/tbb/2019_U1... (134 files, 2.7MB) Removing: /Users/me XD/Library/Caches/Homebrew/tbb--2019_U1.mojave.bottle.tar.gz... (660.2KB)
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There's an argument switch to have homebrew do clean-up every time it upgrades!