What Now?
This guy didn’t think things through before he started painting the roof. It was his first time, or at least he didn’t plan. The worst part isn’t leaving a batch unpainted; he cannot climb down from the roof without stepping in fresh paint.

While he could wait for the paint to dry, that could take hours, and standing there without being able to sit down wouldn’t be comfortable. This situation might not be as severe as others on this list, but it’s easy to sympathize with him.