In a nutshell, here is how I roll & tip. Keep in mind that there are a lot of variables and personal prefferences to this method.
With everything clean, clean, clean, I roll on a section no bigger than what I can keep wet before moving on to the next section. Depending on temp, humidity, air flow, type of paint, and thickness of the coat, this can vary, but is rarely larger than 2 square ft., usually smaller. Roll it on with a foam roller, I like 3" or 4". Then immediately brush it out with a fairly dry brush, I like a 2" for canoe work. Always brush in the same direction and always brush into your work, never away. If your brush drags significantly when you hit the previous section, start making your sections smaller so you maintain a wet edge. Brush in one hand and roller in the other. No need to rush, but don't stop to answer the phone either.
I usually tape the centerline of a canoe and do one side at a time to avoid rushing from side to side. Don't take a break, but pull the tape immediately and continue with the other side. Unless you have real fast dry conditions, the tape line will meld into the finish becoming virtually invisible. Of course, if you have a keel, this isn't an issue.
My personal prefference is Pettit Easypoxy for paint. Hope this helps. My paint jobs are never perfect, but they ain't bad.