Chrome tweaks
More aggressive relaunch prompting for updates
TLDR:
defaults write com.google.Chrome RelaunchNotification -int 1
This appears to work - triggering an actual pop-up and requiring restart within a few days, thus making it harder to accidentally just forget to restart your browser. However, I don't know how to make it more aggressive. At first I wasn't convinced it worked, probabably because I did not wait long enough for the pop-up to appear after the update badge changed color. I eventually forgot about it and finally did get the pop-up a few weeks later after another update.
More info: