Ok, on the Livetest I set roles to be added on the completed status and I adjusted the workflow configuration for payments received to move orders to completed. I received the role w/ a 1 year expiration just fine.

In other words, we can't replicate the bug. We'll need you to verify that you're on the latest code, and then if we're to debug it further we'll just have to get an inside look at your site. I'd double check your role product feature itself to make sure you selected the right role to add.