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The most important thing in gambling is to stop at the right time, but most people do not know when to stop. A gambler makes a profit by gambling, but there is no guarantee that he will win later, and those who can take a break and start again at that time will have a higher chance of success. Most of the time, gamblers behave in such a way that they are in a hurry and if they win a big game, they want to increase the amount of the win and they keep gambling more and more, which shows that they get excited after losing money several times and spend all their money on gambling and lose all that money. Since there is no guarantee of what the result will be in gambling, a gambler decides to gamble by using his skills and making a proper plan.
Nobody talks about a certain loneliness in gambling. Though on paper it is about "strategy" and "knowing when to stop", the human mind is hardly so mechanical. People are swept up, certainly, but perhaps they also choose to be swept up. Perhaps it's more about escaping something quieter and heavier than about the winning.
You seem to believe in plans and skills as though the result lives within your mind rather than in the chaos outside. "Skin in the game" is a genuine phenomenon, but chance rules everything. Most can not outplay variance, and even fewer can outplay themselves. The urge to chase, to double down, to “get even” - that is the anti-fragile part of being human, the messy bit.
But there is something in stepping away, in living with what’s left un-won. Not because it's smart or simple, but rather because sometimes restraint is its own victory. The game finishes when the tale you are telling yourself breaks open, not when the chips run out. So sure, plan away. Every plan is, after all, a love letter to unpredictability. The house reads it last always.