I worked on trophys at US Marine for years and there have been some exceptional boats from Trophy but the newer styles are not classic (even though some of the new hulls like the 2302 dual outboard are pretty dialed) and I think that detracts from the resale value. Also you have merc instead of Yamaha and the vendor products are not as nice as on a grady. Things like the wheel and cleats etc. A 96 Grady looks a lot like a 2006 Grady with a little more wood but the same great layouts. Thats a plus. Grady uses better hoses for bildge pumps and most things are done the way you or I would do it if it was our last boat. Trophy INBDs have the hump over the engine you ahve to deal with (I never cared on my 2352 but others did) and a bracket takes care of that but you are really really long on the trailer and backing up is a pain. I like the 19 dual console grady thats shows up on craigslist all the time. I have fished it a few times and although its not set up for the gals to go to the bathroom, its a low to the water, windshield boat that doesnt get blown around in high wind while trolling and can handle a 200 plus HP OB. I looked for an 18 to 20 center console for our cabin and in the end, after two boat shows and countless hours on the web I ended up choosing Grady 18 sportsman. I couldnt get jacobsons to budge on the 40k price, so we ended up buying a 2005 17 montauk (love it) for our cabin boat but if the deal had been a little sweeter Id have bought the Grady. I know your looking for a cuddy boat but for the money, most NW private boat searches lead to Grady. Good luck!