web-monetization-projects
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Chrome extensions hidden unless "pinned"
Chrome’s new behaviour is to hide extensions unless they are “pinned” which we should explain to users (or they won’t see the icon)

We could use the content scripts to show a popup with info about pinning, then put in some kind of storage somewhere that it's been dismissed ...
ZenDesk has an example of content script based UI/notifications:

https://developer.chrome.com/docs/extensions/reference/notifications/