It conveys that the users are rich, yes. What about it makes them lazy or douchebags? Assuming you're rich, is it a logical use of your time to, for instance, go through the process of tracking down and renting a bunch of cars for some event online? Or would it make more sense to pay someone else $100/hour (considerably less than the opportunity cost of doing it yourself) to do it for you?
Does wanting to meet a celebrity make you a lazy douchebag? Or is it the presumption that it might actually be possible? Renting a venue last minute? Perhaps they lazily left it until the last minute, but perhaps there's another explanation?
The Jason Bourne one is eccentric at least, but surely wanting to engage in that kind of extreme training is anything but lazy.