Mostly, the people running the game play fast and loose with his safety and Fincher requires us to suspend disbelief continuously about that and exactly how much control they have and how little Douglas does. Oh hey- he'll just jump 4 stories into a garbage bin and be ok. Oh look- we'll rig fake bullets and know
exactly where he'll always be. Have a nice trip to Mexico, guy.

hopefully nobody robs you or the federales don't toss you away where we can't find you... but we're omniscient, so wtf. But mostly- rig the breakaway glass, rig the giant balloon, and keep those fingers crossed when he plummets 40 stories that he doesn't jump off the other side of the roof, or
just miss that skylight- OOPS! my bad!
And then, also, ulitmately I found myself thinking a couple of things after that fall: 1- he's just decided to kill himself... but hey, let's have him party instead. I know- the game was part of "breaking" him from being an #######, but still...2- as set up, the game would have cost millions of dollars. I know rich people are self-indulgent, but I kept thinking... how about a little therapy instead and donate the rest to a worthy cause. Seems like such a massive waste of money. ANd yes- I am pretty aware that this was a movie, not real life.