[applejuicekid]

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the bigger reason it fails is because there is a max bet, if there was no max bet and you had an infinite bankroll it would work in theory.

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No it wouldn't.

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Yes it would. If you had an infinite bankroll. And if there were no max bet. It is impossible to lose infinity times in a row.

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This is incorrect. There was a thread about this in the SMP forum. I'll try to find it, but basically it said that at any given point the sum off all your wagers would be negative even if you were doing it with an infinite bankroll.