I'm guessing he won't feel to bad about his recent 5mill downswing then
I understand your point in a way that people who get money easily are more frivolous with it but i doubt he'd feel no different having to do a shitty job no he's had mad money compared to before he had the money, I'd probably top meself(
I'd never risk losing it all though if i had that much and pretty sure he's made some security measures incase of busto too)And it's for this reason that you'd never get there in the first place.
You're not capable of taking the same level of risk as Durr so you'd stop at a million or probably less and that would be it.