I'm assuming your talking about a siphon feed spray gun (binks7 or similar) or an air powered pressure pot type unit. Either will work fine. It will have less transfer efficiency than an HVLP but for a non factory/production use that doesn't matter so much; just takes a little more paint.
Outside will be ok. Shaded is best as you don't want the coat of paint to skin over before the solvent "flashes" or evaporates. Wet the ground a bit around the machine to keep the dust down. Don't park anything nearby the spray area you don't want painted. the overspray of any paint will travel a bit.
Solvents come in different temp ranges so consult your salesman on what they recommend. Basicly the higher the amibent temp, the slower the evaporation of solvent is needed for a good finish. Too quick a evaporation or "flash" will skin over the top just like the direct sun above and lead to "solvent pop." The top layer has skinned over and the solvent bursts through it trying to escape. This effect looks like a bunch of tiny craters in the top coat.
Gloss, matte, or flat is determined either by activator used or an extra flattening agent added to the paint itself. Talk to your supplier about what you want. The trailers mentioned above are high gloss. They gleam in the sunshine and the factory owner likes it that way.
Before I forget... Monitor the humidity outside when your about to start. High humidity will cause most any paint to "blush" or appear cloudy. So the lower the humidity the better. Right after a rain storm is not a good time to start.
Little longer than I intended but maybe the silent masses will learn something.