I agree with fetishdj that a Domme is not the better choice. I also think that your boyfriend needs to take the initiative and find his own mentor. This is someone he has to feel comfortable talking to and interacting with. Joining the local club is a step in the right direction. He can learn a lot just from watching demos or scenes and talking to the tops afterwards. Until he makes friends, there is plenty out there for him to read.

As for me, I'm going the professional route because I want to learn how to do what she does and because she has been the friendliest, most generous Domme I've met so far, not putting on airs like the others. I've bottomed for her twice, and she's really good! I do actually know a Dom who does pro work, so they're out there but more rare than pro Dommes.