Rob, I'll explain again.
Being likely to book a "winning session" is not the main factor in determining if you're a winner.
Here's a simple example:
Say we have a computer select a random number between 1 in 20. Then you pick a number between 1 in 20. If your money doesn't match the computer number, you win $10. If you do match the number, you lose $300.
On average, you will "win" this game 95% of the time.
So if each "session" of this game was 1 time, you would book 95% winning sessions.
However, you would get KILLED in the long run, as your loss of $300 when you do pick the same number (instead of $200, as it should be) would make the game massively -EV for you.
So even though you could win 95% of the time in this game, you'd still be a big loser if you played it for any reasonable length of time.
That's why your proposed "bet" is BS.
By being able to change denominations and playing for an unspecified amount of time, you could keep Martingaling it until you finally luck into a small profit. And while you'd be risking getting REALLY unlucky and losing huge, the $25k reward for "booking a winning session" would counteract that, and you'd be highly likely to win.
You're basically asking people to bet that, on a one-time basis, is a Martingale betting strategy likely to show a small profit? One would be a fool to bet against that.





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