I have followed this thread with a lot of interest.
I have also somewhat "been there" and done (a bit of) what Brian is doing, cruised for a year and lived aboard for another year. On a boat identical to Brian's - a C400.
Now, while I think the C400 is a superb cruising boat for island hopping and a very comfortable live aboard - in a fully laden cruising state it sure ain't no rocket in light air.
For that reason I found myself motoring (as most other cruisers with too much crap on their boats do) a lot more than I would have liked to.
Brian, in winds below 10 kts, do you sail or motor most of the time?
I like sailing, so if I would do it again, I would lean more towards the performance cruisers that Paolo subscribes to. Sacrifice some comfort for performance.
One thing I know for sure, I would never lean towards the other end of the spectrum, an old design heavy displacement boat. Those chaps motored even more than meself ;-) - and slower too...
Now, to through a spanner in the works, next time around I think the solution for me and the best of both worlds might be a perfomance catamaran.
Fusion Kit Catamarans
Plenty of performance and excellent liveability.
Outbound, I like your boat very much, I have been on both the 46 and the 52. We had a 52 in our marina for awhile, I think it was hull #1. Beautiful ship but close to 1 mil kitted out...