I need to roll and tip the house on this 52C. It's the only part needing fresh paint since it was sprayed with clear coat many years ago....and it's all peeling off. So, I'll sand it all down then roll it starting from the big front panel first, and then around to the windows. Fortunately, the hull and bridge were spared from the clear coat.
I've rolled several different boats. Sometimes, you're better off not tipping it with a brush. The real challenge is getting the paint thin enough so the doubled-up layer at the end of each roller stroke flows-out and doesn't show. And if it's warm out or you're taking longer than expected, the paint starts thickening and you can really start piling-up paint on those roller overlaps. That's when you try to knock it down with the horsehair brush. If you can see those lines when dry, you have to polish it all back down and it's just a long, hard job.
I'll roll this house because it's mostly windows and a pretty easy job. If I ever have to do a flybridge or hull again, I'll take it to have it sprayed.