@Chris Carter - I will call your Free Plan email “free email” and the paid plan’s email address “paid email”.
With that in mind, before you want to move a board owned by free email to the paid account, only the board owner, .i.e., free mail, can use the “move to team” action. And, in order for “free email” to move the board to another team, that user would need to be a member of the other team. Since you likely don’t want to add free email to the paid account, therefore incurring an additional license, you can:
- Add paid email as a team member on your Free Plan team.
- While signed in as paid email on the Free Plan team, duplicate the board you wish to move. Once you duplicate the board, paid email will be the owner of that board.
- Now that you are the owner of the board and, i.e., paid email is a member of the paid plan, paid email can move the board to the paid plan/team/space.
I think that should about cover it, but let me know if I was not understanding your situation.