There are plenty of neighborhoods where you'll be fined by the HOA for doing that. Just "tossing in the front yard" isn't a feasible sustainable solution. Anyway if he's paying 50% in income taxes then it's unlikely he even lives in a neighborhood where junk collectors drive around
I don't think I could live in an HOA even if I was paid to. Those things are atrocities. To anyone in the market for buying a home, watch out for those and never buy one if it's under an HOA. You can find lots of horror stories about them online with a quick search.
A good tip for anyone suffering through one: they can't legally interfere with amateur radio towers, so if you're dissatisfied with having to live with your HOA, you can put up as big of an amateur radio tower as you can afford and they can't do anything about it.
At 50% tax bracket that's exactly the neighborhood scrappers want to be in. Only problem is if it's a gated community. Then you have to pay for what the rest of us (who actually rub shoulders with the world) get for free :)
HOAs can issue fines? That's madness. I'll get fined for putting trash on my curb on the wrong day of the week, or the wrong kind of trash, but it'll be by my local government's very efficient income generators/police.