When you pay 1000 times, you need to consider how much money you will use, and I am not sure that you can win the games even if you use big money as the bet. About the chances, I don't think that the opportunity to win will bigger too because no matter what strategy you use, you need a lucky streak to win. I agree that we need to quit while we can, so we don't risk more money in gambling.
The more monney you can bet, the higher are the chances to win.
If you play 1000 times 1 on the dice, you are still going to win a certain number of times, there are statistically good chances that you will be above at some point, all is too see how much can reasonably expect to gain with the 1000 rolls and stopping when it get close to that.
Not really, the more money you can bet, the higher the chances for you to get lost in a long time. Yes, you can win a certain number of times, but you don't know how much the winning and how much money you can get in gambling. But for the losses, I think the loss will be bigger than your winning, so I think you need to think twice to bet for more money. But if you can accept the risk and the consequences, then you can go in that way.
Im also more talking in the view of statistics, for a fair game where there is no house edge, and the distribution you cant expect from a fair gambling game, if the game is rigged you shouldnt be playing it (unless you can exploit the trick at your advantage ).