He accepted me in the Simpsons "tapped out" game in iOS, so if his behavior in there is any indication, he's going through quite a bit of cash. I don't know how cash savvy is Chris but according to
this page, let's say a 'donut' (premium cash unit) is $0.04 if Chris went nuts and spent $100 at once.
Mount Carl there is 120 donuts. THe Springfield sign is 170! donuts. The escalator can be bought with grinded in-game cash, but it's purposefully a waste of money for spergs to aim for, costs like 10000000 or so. Which is sad because Chris has all of the 1million+ grindable items too, which shows how much he plays this game, or that he's using donuts to buy in-game cash which would be all sorts of retarded because 100 donuts give you something like 1000 in game cash.
The skyscraper in front is one of those million dollar grindables, but the rest is all paid stuff. The purple mountain/lair is 200! donuts.
you know what, fuck it, look at the other screencaps, he's bought every single premium item and character.
you could buy one of these 'snake stones' to get more snakes to whack in a limited time thing. Each stone was like 60 donuts.
Love quest® (Also an example of how his spergy mind makes him get every possible item you can get)
Fortunately in this page it's also detailed how much you would need to own all the premium items (which is fairly recent), the answer is 2,547 donuts, which at $0.04 is about $100, but the $99 donut package in the store nets you only 2400 donuts, and Chris has bought multiples of a lot of stuff. So yeah, maybe he allows himself to spend about $100 per app/mobile game?