Hulk Hogan, the master of technical maneuvers. You could learn a lot from him in the ring. (Hogan: "And here's how you throw a shitty punch!")
In all seriousness, Hogan COULD teach you a lot about psychology, although anyone will tell you that you need to learn how to push the different emotional buttons of the audience on your own. Jake Roberts would also be good at teaching psychology, as well as mic work as he's extremely underrated on the mic but one of the most convincing talkers IMO you'll ever see in wrestling. Dusty and Piper and Flair could also teach a lot about speaking.
In the ring when it comes to wrestling, I'd probably agree to be trained under William Regal. He trained both CM Punk (somewhat) and Daniel Bryan, easily the two greatest wrestlers in WWE today. (Michaels often gets a lot of credit for training Bryan, but Bryan once said in an interview that Regal actually trained him, Michaels merely took his forty dollars.)