I'm a grown-up (I'm told), but I have a Jackson Sidekick and absolutely love it. I'm 5'1 and about 110lbs. I have a ton of room, but he might be a little too tall already for the kid boat. I would give it a try, though. The little hero might be a good fit, but he may have issues with his weight. Feed him more! Just kidding. You might be able to fix that problem by weight adjustments to the boat. He's already too tall for the kid version of the fun. Maybe a 2fun? Harder to learn in, but his weight might not be as much of an issue. Go forth and demo! Hope he likes it!