The recurrence is setup in Braintree.
One times just appear in Braintree.
I set the renewal on the Braintree repeating plans in (Braintree), to be 2 weeks after I'd created the plans, then I executed a membership in all 3. I didn't get a PM from DL to warn me that my membership(s) were about to expire.
On the groups, I think I remember something similar at one point, but if you're creating the groups in Discourse and they're not there then that can hardly be DL... yet.