I’m not on OF2 but isn’t that the sequential project icon?
Repeating tasks within a sequential project don’t work (or at least they don’t in OF1), the first repeating task can never be “completed” so you can never get to the subsequent task(s). Try changing the project to parallel and see if you get the results you’re looking for.
Exactly. That’s the issue. Completing the 1st task will generate a new 1st task, meaning the 2nd task will never become active (in a sequential project).