You don't get an infinite number of rolls in your career though. If you rolled a low number, you might not know it until after a few years. A better analogy is a baseball game. You get a few at-bats throughout your career, and that's it, and you generally have to do them serially. Either you swing for the home-run and risk missing, or take the safe base hit and never end up scoring a run.

I don't think dice are a good analogy since previous jobs affect the ability to get better subsequent ones. Yes, names on a resume and knowing the right people are important.

An important point to be sure, although you don't exactly keep the max. It's more of a press-your-luck type of operation where you can't necessarily revert back to the max if you've already left it. Still a very valid point that you can switch jobs at any time you're unsatisfied.