I can relate to the competitive thing in a slightly different way. When i got that big WCOOP hit, i tried to move up a bit too high for my skill level. Instead of recognizing that fact, i got so competitive about succeeding that i spent to long until i dropped down to where i should have been. It wasn't a 'money' thing or a 'gambling' thing - it was all about BEATING a certain level.
I don't regret taking a stab at some of the things i tried. I regret letting my competitive nature override rational decision making. It wasnt me thinking "Man, I am just getting unlucky - if i keep going i will win" type of thing. It was me wanting to make myself good enough to beat the higher levels - and i just wasnt ready yet.
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