While I cannot give the best advice considering my choice of a starter boat, my 29' Kryptonite with a single N/A 598ci in it, I can say that it costs alot more than the purchase price to own any high performance boat. They say 10% of the purchase price a year, I guess I am good for a few years then after this season.

Get something that will start every time you turn the key and you will have a blast.

A starter boat is different for everybody. It depends where you do your boating. It has to be user friendly and very forgiving, because you are going to make mistakes. They just have to be kept small. If you make an error and look like an idiot, you will lose all confidence, and then you will make up any excuse to not go boating. I've seen it happen so many times.