How to pay during Free Trial

Would like to know whether Pro Sites supports users to make the Payment During Free Trial, so that the users could start using the site as paid user.

Tried to register as a new site with 1 day trail, and tried to make a payment via the checkout page during the Free Trial, however I could still notice the “Free Trial Message” in the dashboard for the admin users, once paid manually.

Does Pro sites support such a workflow? Please advise.