Another gambling "paradox"

Hello everyone,

So I'm not a mathematician at all (i just watch some math videos from time to time) and maybe this question is obvious to answer.

Consider the case where you play a game of heads/tails. If you win, you win 10 dollars. If you lose, you lose 10 dollars. You can play this game as much as you want. If my understanding is correct, it is possible to leave this game with an arbitrary amount of money. You can play until you get many lucky rolls in a row and leave this game with say, 1000 dollars, even if on average you break even.

Now consider the same game, but when you win, you only make 1 dollar. You still lose ten dollars on loss. Can you expect to leave the game with 1000 dollars positive, or any other arbitrary positive amount, if you play long enough?

On one hand, you could argue that yes, just like in the first example, if you roll an infinite amount of times, you will eventually get lucky enough that you will be in the positive even for a game where you lose on average.

However you could also argue that the more you play trying to "get very lucky", the luckier you need to get to make all money that you lost back, making it impossible to make your money back.

Thank you