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Howard Lederer grew up in a family of 5 in which he liked betting on various card games when he was young. He discovered himself becoming really aggressive in these card games as he was playing his father. After finishing high school, Howard made a decision to place higher education on hold for a bit and relocated to New York City to compete in some formidable chess. While playing chess, he was introduced to a poker game taking place in the rear of the room. Howard's first two years were tough as he played extensive hours and fail to win most times. He made some additional money by becoming an runner for the poker enthusiasts. He believed he possibly could better his game by balancing his life outside of poker. He brought about an effort to acquire more sleep and concentrate even more on the game.

The definite improvement in his game began when he started wagering at the Mayfair Club in New York. The Mayfair was a bridge and backgammon club where the best gamblers would frequently play against one another. He was able to access several of the greatest minds in chess. With their help, Howard Lederer would tweak his logical thinking techniques. He applied these strategy ideas to the game of No-Limit holdem.

Howard Lederer also assisted his sibling Annie Duke learn poker. Annie Duke was a great student of the game as she would always be asking questions about how to make the proper decision. Howard Lederer told Annie Duke to move out to Las Vegas and play in the World Series of Poker tournaments. She is one of the strongest female players the poker arena has ever seen. Howard moved to Vegas in 1993 and played money games for the next 10 years. When the WPT grew in popularity, he made the decision to compete in more tournaments.