Steve,
I was on Chris of Momay4000's boat. Very beautiful and a sea worthy boat!
I have a 2003 Wellcraft v21 - 150 HP yamaha Outboard with soft top and I am happy with it. Indeed, we always keep our eyes for something bigger and better!
If I am to upgrade today with $35K, I would go to Penn Yann 24' to 26' with a hard top. I saw many boats at the recent tournament, Scotty Oswego. I was most impressed by the Penn Yanns for their excellent riggins, their spacious cabin and plenty of room to fight the fish.
best of luck!