DrB— Sounds like you're taking lessons at the Boston Sailing Center. Good people there. BTW, what 33' boat did you buy??
The Boston Sailing Center it was. I learned a lot from them. I had grown up sailing Lasers and Sunfish and taught Sailing at BS Camp, but never really learned how to sail a keel boat with multitple sails. They were very good instructors.
As far as the other question, we ended up buying a Pearson 10M (1979) from a guy in Marblehead. The name of our boat is Moondance and now resides in Salem Harbor on the Marblehead side.