Quote Originally Posted by UncleChoo View Post
If you wanted to stay completely above board you'd probably be better off structuring an S-Corp or something so you can at least book travel expenses and training material expenses. This way you could pay your
taxes and not screw your self too much by eating 100% of the cost of business. I'm not really sure how the law would look at a gambling entity or if structuring one would be legal. Looking forward to see if someone chimes
in with some real world experience in the area.
You don't have to file as an S-Corp to deduct travel expenses. Filing as a business on Sch C lets you deduct your losses and business expenses. Otherwise you only can deduct gambling losses if you itemize.