More money in hand = More chances of winning.
Frankly speaking, this is technically true, the more money you had, the more chances you could try to win, that should be the right complete sentence for other not to misunderstood this mindset. For example, there are two people, one have $100 and the other one have $1,000, if they are going to bet the same amount of bet per roll or per round ($10 per round), obviously, the person who have $1,000 would last even longer, and there is a huge chance for him to win if he will spend all that $1,000 in trying.
On the negative side of this mindset, if they are going to bet their money on just one go, of course their fate would be just the same, either they win or lose, well they would lose, to be honest.
That could be true, but if that person who has $1,000 cannot control himself, he will lose all of the money. He will not know when he can win, although he has a huge chance to win. Spending all of that $1,000 is not recommended to do, especially if he will use that money for another thing. But if he is okay to spend all of that money on gambling, then he can play gambling all day long. But he needs to think about how much money he should win to stop gambling, so he still has the money in his pocket.