Paint shouldnt be a huge deal as long as you sand really well before prepping. You can never ever have to many coats of clear (IMRON!!!) on a boat in my opinion. Im not a pro like some of the guys on here but have sprayed several and used different brands and never had any issues. Others may disagree.
If you talk to glassdave he recommends PPG Concept its a single stage reasonably priced,
Im going to be trying it in a few weeks I'll post pics and results when its done