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RE: Matched Betting - The Mathematical Way to Beat the Bookies
If i understand correctly, the bet that you lost with, where you still have the 50$ left, is used to "back" either win or loss on the next bet with a different site where you have another free bet.
I used to sign up on all the internet casinos and play through the free spins and cash out whatever i had left after the wagering requirement was met, some easy quick cash as well.