I just ordered my own vinyl cutter machine and sign/banner making materials. The sign guys around here are pretty expensive, even for basic stuff. It cost me $200 to letter my truck last year and the vinyl is starting to curl already. Sign guy says it is my fault for washing the truck every week and not cheap material.
$500 bought me the cutting machine (basic 34″ light duty model), a few rolls of vinyl (black, white, red, yellow), transfer tape, transfer fluid, magnetic sign blanks, banner blanks, and software. I re-do my truck, make a couple of banners, a nice menu sign and I am ahead of the game.