It is great having Singletary as a resource, but I think he and AO are very different players. Agree with you both are undersized, but in different ways -- AO is an athletic freak and is tall & lanky, Singletary was "too short" but built like a fire hydrant. The huge difference between them is Singletary had ridiculous instincts for reading the game, where AO isn't great at reads yet, but his superior athletic ability makes up for his bad reads. I don't know if instincts like Singletary had can be taught, but whatever hints and cheats he can pass on to help AO read the game will be awesome, because that's all he's missing to be a great MLB.
To me the guy that looks like Singletary (in appearance only) out there is Chubb.