Thanks @IvyAudrain ! I did reach out to support and they get it figured out. The way I did it (clicked on calendar and added event) did not amend the plan at all. So the fix was to move the first event, then I was prompted to edit my plan, and then added the new event, put the first event back in place and save. That extended the plan through the late 2022 event.
TR customer service rocks! 