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Howard Lederer grew up in a family of five where he loved betting on different card games at a young age. He found himself becoming very competitive in these card games as he was playing his dad. After finishing Sr. High school, Howard decided to place college on hold for a bit and headed to New York to play some big-time chess. While competing in chess, he was brought in to a poker game taking place in the rear of the room. Howard's initial two years were difficult as he played countless hours and lost most times. He made some additional cash by becoming an runner for the poker players. He theorized he might better his game by balancing his life away from poker. He made an attempt to get more rest and concentrate even more on poker.

The definite improvement in his abilities happened when he started betting at the Mayfair Club in New York. The Mayfair was a bridge and backgammon club where the best gamblers would often wager against one another. Howard had access into a number of the foremost minds in chess. With their assistance, Howard would sharpen his strategic thinking techniques. He used these strategic concepts in the game of NL hold'em.

Howard also helped his sister Annie Duke master the game of poker. Annie Duke was a superb student of poker as she would always be asking questions about how to make the proper choice. He told Annie to move out to Vegas and compete in the World Series of Poker competition. She is one of the strongest female players the poker world today. Howard Lederer moved to Sin City in 1993 and participated in money games for the next decade. When the WPT gained popularity, he decided to play more tournaments.