Gambling is a game of probability, but usually in gambling, the chance to win is smaller for the gambler than for the dealer. Probably the most fair game in gambling is roulette. But, still, the probability for the gambler to win is not 50-50. The dealer always has better/slightly better probability, so in the long run, the dealer will always win.
For detail, please see:knowyourluck.com/roulette.html
In roulette, you can hedge your position. It means that when you put your bets, you can put them in a way that your risk for losing money is smaller, therefore you can play longer with your money, and you can have more chance to win. You can learn more about it from the book below:

Gamble To Win Roulette, ISBN:0818406275.
For you who like mathematics, take a look at this book:

Roulette Odds and Profits: The Mathematics of Complex Bets, ISBN:9738752078
It is all about probability that you can calculate. Test your strategy first before playing.
By the way, recently I think that in God (for you who believe in God) there is no probability and uncertainty, because He knows everything in the future and He controls it. (Although He will not tell you what to bet to win the gambling for sure :P). But probably, the best way is: Be close to God and He will guide our way. Easy to say, huh? What do you think?
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