I'll try once more to explain why EV has very little relevance in the scenario.
Let's assume the following. Which of these would you hedge?
1) You've put in $1. You have a chance to win $10 if KY wins and $0 if they lose. You can spend an additional $2 to guarantee winning $5.
2) You've put in $10. You have a chance to win $100 if KY wins and $0 if they lose. You can spend an additional $20 to guarantee winning $50.
3) You've put in $100. You have a chance to win $1,000 if KY wins and $0 if they lose. You can spend an additional $200 to guarantee winning $500.
4) You've put in $1000. You have a chance to win $10,000 if KY wins and $0 if they lose. You can spend an additional $2000 to guarantee winning $5000.
5) You've put in $10000. You have a chance to win $100,000 if KY wins and $0 if they lose. You can spend an additional $20,000 to guarantee winning $50000.
6) You've put in $100000. You have a chance to win $1,000,000 if KY wins and $0 if they lose. You can spend an additional $200,000 to guarantee winning $500,000.
Exact same EV for every one of those scenarios. The only difference is the amount of money involved. When we're talking $10, not a big deal, no one is hedging there. When you get to scenario #6, most everyone is hedging. Even though EV tells you not to. Why? Because the amount of money matters more than EV. And this is going to be different for every person. You ask a homeless person on the street and he might be hedging #2 if he could. You ask Donald Trump and he may not hedge any one of those. It all depends on the person.
But, there is no right or wrong answer on whether or not you should hedge. It can be -EV and still ok to hedge if that's what you feel comfortable with. The only "wrong" answer here is to try to tell someone they are "wrong" for hedging. That's nonsense. You can take your EV and shove it if you think I'm wrong for hedging in scenario #6. I'm taking my $200,000 profit and calling it a day.
In the end, Cyclones decided taking home a few grand was worth more to him than letting EV tell him otherwise. I would have done the same. And it would be equally fine if someone decided not to hedge. It's all about what that money means to you. As he stated, he's not doing this on a regular basis. If he were, then he should not be hedging. But in a one time instance, EV is mostly irrelevant compared to the actual amount of money at stake.