I have a 22' Stingray cuddy. You'd have to provide more details about what your boating life will entail, in terms of conditions, load, watersports and cruising activities. I've had no problems with the boat per se, no loose screws, nothing like that.
But I can tell you this, I pay far more attention to the wind and lake forecast than I would with some other boats. Having said that, within a certain price range, Stingrays are as good or better than many within the range. At this stage of life, I'm now a little more receptive to boats with more mass, and 24 degree Deep Vee hulls
For a trailerable bowrider, I'd estimate 24' or so is your max target weight?
Formula
Baja
Four Winns
Cobalt
Regal
Rinker
Sea Ray
Chaparral (226 looks like a nice little boat)