I wouldn't say OP is "nuts" rather maybe he isn't ONLY prioritizing his business bottom line. I think OP's willingness to go out of their way and deal with this "odd" situation is really giving and beautiful.
With that, OP should be wary of making Jake your ONLY priority. People need help and opportunities and I wish our community was more willing to give, but it doesn't have to be at the FULL expense of the business or OP's emotional health.
So OP is most definitely not nuts, but should also just make sure to have his own mental/emotional health as a variable.