Successful subscription but no Add Classifieds button

I created 2 classifieds plan:

$2/day (to test the subscriptions)
$29.99 one time

I successfully setup the PayPal sandbox details. I used 2 separate users to test.

The first signed up for a subscription at $2/day. Upon successful return from PayPal, the "Add Classifieds" button was nowhere to be found.

The 2nd test user signed up for a one-time advert. After paying for the ad, the "Add Classifieds" button was on the My Classifieds page and I could post my own classified ad.

Why isn't the subscription working?

Also, how many ads can I create with a subscription?

I have granted support access to from the WPMU DEV dashboard plugin.