If the companies don't allow him into later rounds at equal terms with the others on the round up to as much money as he wants to put in the round (up to the full amount the company is trying to raise) then I expect you'll see this experiment end. He's paying for access, for screened deal flow. Angels are there for a different reason.
So is Yuri's money better than another angels? It is better than PG's? No. No way. Yuri's money is just money. If the only thing stopping you from starting a successful company is access to capital you aren't getting creative enough. Taking money from an angel, from PG, gives you access -- to people with domain knowledge -- to people that will help you succeed with more than just piles of money.
Either he's wrong and everyone else is right, in which case he's burning money, or he's right and everyone else is wrong, and he's burning less money.
Either way, I don't get it. These guys are very well connected. Is it so hard to participate in Y Combinator Series A round that they need to spend this much money just for the opportunity?