I'd be curious to know about the new paths. Overall, I believe that it will become increasingly difficult to sell formerly new boats that have been purchased over the past 5-7 years. The prices are high and could be sustained because of the housing boom. Ultimately, it's a very small pool of buyers who can afford >$200k boat prices and it's getting smaller.
I've had the privilege of having done the live aboard/cruising thing and am looking at the 'next' boat possibilities. But having retired and then gone back into business, I'm looking at ways to have both business and leisure co-exist a bit better than my big boat days would. Probably now most folks really do it. You seem to have found a good mix.