This is a coaching deal.... put Doolittle on the block and he will be a very productive player. He can rebound, he can score... he just needs to stop catching the ball on the perimeter and trying to drive it to the rim. It's not him. All these tweener guys want to be guards because they see 6'7'' guards in the NBA, but Doo isn't going to the NBA.
Strap him to a chair and make him watch old footage of Aaron McGhee... he isn't that talented but McGhee was usually planted in the low post or setup to take jumpers. He didn't put the ball on the floor a ton or try to be a wing.
Freddie Jonzen or Mario Boggan from OSU would be good for him as well.