Also not a bootfiitter, but I see the problem being that a small amount of money isn't worth the hassle of entering into a business relationship with someone that it's very hard to help over the internet. People here provide a lot of free advice, to the best level that they can without seeing someone in person. And if that advice helps, fantastic, they just did you a big favor. But with bootfitting, sometimes you just gotta see the foot in person. Without that, now the bootfitter has a potentially dissatisfied customer on their hands, because s/he can't adequate solve the problem over the internet.
If I was a bootfitter, I would happily provide free advice, but no way would I take $5 from you. If I did, now your expectations are way higher, even though it's only $5, and that's just not worth it.