I have a friend who has a remarkable winning situation. He do gamble for fun since I think he is financially stable and don't have any problem about money, I think he just seek the adrenaline of risking his money on playing gambling. Way back, I remembered that he won max profit on a crash game before, The amazing part here is he is streaming it with us and he go all in with all the funds he has on his account on that time and told us that he will aim for the max profit and won't stop bet. It was so crazy that night and he was successful on that gamble. I was so amazed with the braveness or rather craziness of that guy.
There are really people who are just after the thrill, excitement, and fun that gambling brings. I know some people who are like your friend as well. They bet for the sake of enjoyment and not really after the money. The money is just a bonus and only serves as reward, but their goal is not really to win prizes. It's really awesome when we witness a massive win. Because winning is their pride in playing the game.
But the grief is just the same level when losing. When they lose, especially if they expect to win, it's really depressing. But if the money is not really an issue, it'll just pass just like another bet that has slipped. I guess we just gotta do the way we are comfortable in. That way, we minimize regrets and we enjoy the opportunity.