I think the man of the dock of O has the right idea. I've been looking at some of these coastal cruisers, with their fancy wine racks, down at the yacht broker's docks, and they just don't seem to be working out. The Dread Pirate O recommended a nice looking older boat up in Washington. I think we are going to look more heavily in the Bay and Seattle/Canada, rather than around here.
It seems like we might be able to find something more suited to our current/future needs in the larger markets. It also seems we might be able to avoid dealing with a yacht broker, which, so far, doesn't seem to be a very satisfying experience.
We've made a couple of offers on boats and it has felt like we were serving their needs as foil, rather than them serving our needs with a little more transparent communication about the process. This last one was sorta odd and unsatisfying, although test sailing the boat was great.