There are a total of 10 Gambler Challenges in Red Dead Redemption 2, and knowing how to beat them all is essential to those who want to complete the Compendium and become the Legend of the East. Yet, the Gambler Challenges are not an easy win, and the majority of them rely on skill and RNG, especially when it comes to knowing the rules of Poker, Dominoes, Five Finger Fillet, and Blackjack.