It's funny how analogous this is to the underlying debate driving modern politics.

Should the state (Rockstar in this case) offer direct monetary provisions to the citizens without requiring productivity in exchange? The tough part is that both sides of the argument make sense. It's not fair that some players have had an unduly difficult time getting started, but it would also be unfair to diminish the value of the achievement of people who have succeeded by distributing gobs of cash to satiate the masses.

The analogy breaks down in that there's no inflation in GTA (as far as I'd guess, haven't played), but interesting nonetheless.