Painting dilemma (long). What would you do?

I don't want to go into a long thing here about personal experience and DIY. I can if you'd like, and it will help you out.

My one employee is a 25yr old kid that flips cars on the side. He makes over 50k a year flipping cars. He does all the prep work and sends them to Maaco. They suck at bodywork and prep, but can lay paint like Michael Angelo. Just get it straight and flat and tape it off in the parking lot. He usually pays $700-$1000 for a damn good paint job.