Flipping burgers for minimum wage, with no chance of advancement, eight hours a day, in a stupid uniform that gets greasier than the burgers.
OR
Sitting in comfort at your computer, listening to music, having fun, and not doing a single ounce of work, with the chance to win thousands in a year.
HMMMMMMM
In this case, him being boned describes not the state of his skeletal structure in the aftermath of whatever the shit it was we're talking about, but that of his overall well-being. So while it could be applied to his skeletal structure tangentially, even logically as the state of his skeletal structure is indeed tied into his well being on the whole, to apply it strictly to that is to miss the bigger picture.
In other words, it's not really stating so much what something is after a given event occurs, but what it could be, which is more a call to caution, otherwise um...wait...what?
The only way to make that comparison relevant would be to work for a place in which your boss can arbitrarily decide not to pay you for a day's wages. Then going to work would be as much of a gamble as what you're doing, and the comparison would have stronger legs.
I have absolutely no drive to sit on my ass and hope that things will come together, especially for such a low-yield deal as the one you're tied up in. Good luck with all of that though.