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.
Greed cannot be sated whatever you do. Most gamblers make claims that they'll stop if they get a big win but at the end of the day, they will realize that they need to play more to cover up the debts they made to make it up to that point. They'll play until they lose, get indebted once again, play to lose, sell properties if they will. Until they are left penniless. This is happening a lot and this happens to everyone. On the other hand, there's the negative side of spending it. Most people will spend the money lavishly after getting a big win. Thinking they'd have enough money anyway to cover everything up. This happens until their winnings dry up and they go back to their impoverished life. So once the gambling mindset get into you, it's either you let it eat you up, or you break from the death spiral.