I'm not 100% sure if this completed yet (or if it's the subject of a new Have You Seen...?) but can we see the subscription system? Or at least the page output
Is the subscription-process completely automatic when used with PayPal? I read in another thread that it puts the users in an additional usergroup. Is that done automatically when they pay? Or does the site admin need to do something to "approve" the subscriptions? What happens when the subscriptions expire? Are they automatically removed from the subscribers usergroup?