Can I make it to where it does this?

Can I make it to where the sentry is also on the pop-up?

You can’t, icons/Sentry doesn’t seem to work for the Icon Image setting for the popup.
Weirdly enough, when you type “items/Flag” into the Icon Image setting of the popup, it shows a Black Flag, despite not being mentioned in the documentation and the Flag not being an in-game item.
You can only get the default Black Flag though, typing “items/[Color] Flag doesn’t seem to work.

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