Even if the odds favor you on each event, if they are < 100% success and you play long enough, you will eventually lose everything. Gambler's Ruin always wins.
If given 51% odds every time you will win considering you manage your bankroll well.
This is well known as “Kelly Criterion”
If the positive-expectation gambler can reduce his stakes he will find a comfortable expected time-to-ruin, which might be hundereds of years if he was able to quantify it. In this position, he should continue to place his bets.
We make hundreds of small positive-ER decisions like this every day and we don't shy away from them for fear of the black swan.
[1] technically it's a martingale https://en.wikipedia.org/wiki/Martingale_(probability_theory...