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Howard Lederer lived in a family of 5 where he enjoyed playing various card games at a young age. He found himself becoming very aggressive in these card games while playing his dad. After finishing high school, Howard made a decision to put higher education on hold for a bit and relocated to New York City to play some formidable chess. While participating in chess, he was brought in to a poker game going on in the back of the room. Howard's initial 2 years were difficult as he played extensive hours and do not win most times. He earned some extra money by becoming an runner for the poker players. He judged he might better his game by balancing his life outside of poker. He brought about an effort to get more rest and focus more on poker.

The real advancement in his game happened when he started betting at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the the most favorable players would often play against one another. He had access into several of the greatest minds in chess. With their assistance, he would tweak his logical thinking abilities. He applied these strategic ideas to the game of NL Texas Holdem.

Howard Lederer also assisted his sister Annie Duke master the game of poker. Annie Duke was a great student of poker as she constantly asked questions about how to make the correct decision. Howard told Annie to move out to Vegas and play in the World Series of Poker tournaments. Annie Duke is one of the best female players the poker arena ever. Howard relocated to Sin City in Nineteen Ninety Three and participated in cash games for the subsequent decade. When the WPT gained popularity, he decided to compete in more tournaments.