Being a painter, I have to think that a Harbor Freight spray gun would make a better finish than a roller. For you DIYers, I would suggest a practice panel to fine tune the paint/reducer ratio, paying close attention to the air temp and sun exposure. Yes, I have painted with a HF gun, and they arent bad when it is hot, a bit fast flowing.

Wrinkling can have 3 causes; new paint accessing layers of old paint because the finish has been broken through by cracks or sanding, new paint not compatible with old paint, and recoating outside "the window".