Sorry you still don't get it, but as great as you might think you were as a stake horse, you are not some exception to the laws of basic math as you hold yourself out to be. If you were backing matches 50/50 that truly were never sucker matchups where your player was at least 2 to 1 favorite, which is exactly what you claimed, then you lost money. Run the numbers yourself and see. Here, I will do them for you.
You back your player for $1000, and he wins. You are now up $500 because your player got the other half. You back your player again for $1000 against another guy, and he wins again. That nets you another $500 and now you are up $1000. You back your player a third time for $1000 against another guy, and this time your horse loses, costing you $1000, and now you are back to zero, even. Your guy is winning at a rate of 2 to 1, and the best you can do is break even. But you said you were always backing players in tougher games than that, so you lost money, period, and just didn't know enough to realize it. Most don't.
He may have been staking him mostly in tournaments which would be a different cattle of fish esp if the tournament pays deep. In 121 matchups I agree.
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