That depends at least somewhat on the company. The Moorings did not require a check sail from us, after we got the USSailing cert from Offshore. I don't know if they would have treated us the same if we had gone to a different class. The Offshore course was taught in the BVIs on a Moorings boat, so it was sort of like we were repeat customers.
This was TMM. The skipper that checked us out implied that he had recently had to tell several people to return to the dock, and instead of just dropping him off they needed to tie up for the uncomfortable "you need to hire a captain" talk.