I get Deangelo. From the first episode, I knew that he had no clue what the Amazing Race was. I know that once cast he should have watched some old episodes, but he didn't. Gary seemed to be the Race fan, and he dragged his friend on it. So yeah, I can see him thinking there's a competition, but in their free time they can do whatever. I thought that too (I do get why, but I would have never thought about it until now), and I've watched since the first season, but I never looked at the behind the scenes stuff, only what is on the actual show. It seems he trusted Gary, and Gary gave a broad overview of the Race, and Gary may not have known about the behind the scenes/between legs stuff either.