Hi @Jamie Tyree
welcome to this wonderful community 😊
Do you use the some account (paid one) for the boards? Maybe the paid one is a Business Class Account for a team - so only Boards that are used for the team can use the mentioned power-up.
That's my first thought!
If that's not the problem - please feel free to give us more information or contact trello support to make them help according paid accounts.
Hope this could help you!
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