1-when you lose?
2- when you win?
Both but with limits. I usually completely stop for a while whenever I lose/win an amount which I considered as my limit. I usually set a limit on my profit/loss to control my gambling because I will surely be addicted without any parameters on my games.
Remember that profit on gambling is limitless that’s why many people keep betting even though they already win enough since they can still play and potentially win more but no one take in consideration the house edge of the casino slowly killing players the longer they play.
It’s important to always have a limits on gambling or else you will never get out of the cycle of winning/losing until your got broke.