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Luke_A_Somers comments on Rational Romantic Relationships, Part 1: Relationship Styles and Attraction Basics - Less Wrong
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That's not quite right in practice either. Even if you took all my money, I'd still take the 15% chance at $1M and maybe sell a 15% chance of $5k for $500.
Or if that is somehow not allowed, then I'd run into a bit of debt until my next pay check. Even if I really was spending all the money I make and averaging $0, $500 is a mere blip in the noise, not a factor of infinity more money.
It makes more sense to look at the total money in over whatever time scale you plan for.
Yeah, the prospect of other incomes makes a big difference. I neglected to include a requirement that the initial amount, whichever value it takes, is as much as you can come up with before you'll be needing money again.