Ryan we sold at our last contest.. about 700-800 sales we estimate.
It's a lot of work. If you have local festivals that have food booths. I would offer to help cook just to see what's it is like.
If you decide to go forward, you will need to put on a business hat to determine what is a combination of most proftiable and saleable foods versus what you prefer to cook.
For example, although our team likes to cook ribs, brisket, pork shoulder, they may not be the most profitable considering to time to cook and cost of the meat. Cooking for a big group on site.. maybe 200+ people we favor chicken thighs, tri tips, hot dogs, hot links, and burgers. These are the fastest and easiest to cook. Maybe pork shoulder done in advance would also work out.
There's alot of issues with health requirements that you need to check out specific to your local area.
John