It's a bad way to start a 'business'. It's a bad way to move forward on an idea. And it's a surefire way of setting yourself up to be looked at as worth... wait for it... nothing.
Instead of trying to entice him to pay you nothing, entice him to pay you 35k. Wouldn't that get you so much further in his eyes and also, in yours? Wouldn't that give you so much more runway to actually do the amazing job you're expecting of yourself, and also the one you're setting Jim Gaffigan up to expect of you also?
I see things like that, and I immediately think amatuer - because I was right there, thinking that way. And I didn't achieve anything of substance until I woke up from silly dreams of making it big by jumping on the backs of giants.