@josh.freckleton probably you could pull it off with turbo tax or quick books, etc

The biggest question to me is always what's my time worth (opportunity cost, etc) and how likely am I to miss something

Also, my understanding is that an s Corp is good once you're pulling in more than 40k arr, because you take a minimum wage salary (say 40k/year) and get the rest as dividends (because you're the primary shareholder). Though I've heard some rumors you can get the same thing with an llc, just less paperwork.