Not like I wished for this to happen but from on the onset, I knew the journey will end exactly like this, why and how you may want to ask..

Well, it's simple, since you are putting all the money into one single bet, it was very risky because losing that single bet will translate to losing the entire bank roll.
But lets assume that the money was being divided into two or three games, this challenge would have lasted way more longer because, if one bet loses, another or the other could potentially win and cover the loss sustained from the other bet that lost... But anyways, it's all good.

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UPDATE: There seems to be some confusion in the thread regarding Bet #3, I originally deleted it because I cashed out BEFORE the second half began, but I fell asleep before I could update the thread, I'm sorry! It wouldn't have made a difference because Bet #4 lost. I have updated my post with links to my betslips where you can see every bet I placed. I will start again with a fresh $100 balance and hopefully I can succeed this time, and I will try to avoid live bets from now on!
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OK, so you lost the first half, lets now prepare for the second half, I hope your decision to no longer bet on live matches helps you achieve the ultimate goal which is the $10,000 dollars.