If I could EASILY click "yes" to say, pay $0.01 from a pre-filled anonymous wallet that I have to manually refill (say, in $10 increments) and there's no way to hack payment information in any way, OR to figure out what info I've paid for, that would help a LOT.

Of course, they would probably have to accept visa gift cards paid for in cash for this to actually be truly anonymous. I mean sure, I have nothing nefarious to hide - but who is to say what the current administration will decide is nefarious tomorrow? Reading too many NY Times articles, and not enough National Review articles? "You are in violation of the internet news fairness doctrine"...

Indeed this is what I was getting at. I think you're far from the only one whose market behavior would change given such technology.

This is somewhat ironic to me, given that I normally despise everything about fintech. But this seems like a product/practice that could actually change the world for the better. The closest we have is crypto wallets and that's far from perfect.