When client pays for Pro Site membership, they keep getting redirected to Pro Site signup page.

I have a signup page here https://trsorg.com/trs-member/

Once a user (that does not have a Pro site level yet (free) but already has a site and is a user on our system), successfully pays with a credit card, when they try to login to their wp-admin area they keep getting redirected to the page above (trs-member).

If I "extend" their plan manually for 1 month, it then allows them to login.

Here is the log from their account in Pro Sites:
2013-01-01 11:06:33 pm Pro Site status has been withdrawn.
2013-01-01 11:06:28 pm Pro Site status expiration extended until January 1, 2013.
2013-01-01 11:06:27 pm Stripe webhook "invoice.payment_succeeded" received: The $0.00 payment was successfully received. Date: "January 1, 2013", Charge ID "ch_XXX"
2013-01-01 11:06:26 pm Stripe webhook "customer.subscription.created" received: Customer ID: cus_XXX
2013-01-01 11:06:25 pm Stripe webhook "invoice.created" received: Customer ID: cus_XXX
2013-01-01 11:06:24 pm Stripe webhook "charge.succeeded" received: Customer ID: cus_XXX
2013-01-01 11:06:23 pm Signup success email sent to xxx@xxx.com
2013-01-01 11:06:22 pm User creating new subscription via CC: Subscription created (Trinity Renewal Systems Organization TRS Member: $200.00 USD each month) - Customer ID: cus_XXX