Not really, the math for playing a random game deals in probabilities. So, whatever you do really is described by the math. Now, if you end up in the top 5% you would consider yourself doing well. But, you didn't really beat the math. You just beat 95% of the competition.
The individuals playing do form a bell curve with their overall results. It's not a perfect normal distribution but pretty close. Session results would not form a bell curve.
But, that doesn't change your results. Your overall results will approach the ER of the game over time. It does not matter when you cash out. Now, it may matter to you to go home more often as a winner. Setting a low win goal will help, but overall you still end up in the same bell curve as anyone else playing the game. And, you could be anywhere under the curve.