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Howard Lederer lived in a family of five in which he liked gambling on different card games at a young age. He discovered himself becoming very aggressive in the above-mentioned card games as he was competing against his father. After finishing Sr. High school, Howard made a decision to put college on hold for a bit and headed to New York City to participate in some serious chess. While participating in chess, he was introduced 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 lose most times. He earned some additional money by being an runner for the poker players. He believed he might better his game by balancing his life away from poker. He made an attempt to acquire more rest and focus attention even more on the game.

The actual advancement in his abilities happened when he began betting at the Mayfair Club in New York. The Mayfair was a bridge and backgammon club where the best players would frequently challenge one another. Howard had access into some of the best players in chess. With their help, Howard would tweak his logical thinking skills. Howard applied these strategic ideas to the game of NL texas hold'em.

He also assisted his sibling Annie Duke learn the game of poker. Annie was an excellent student of poker as she would consistently be asking questions about the right way to make the correct decision. Howard Lederer told Annie to head out to Sin City and play in the WSOP competition. Annie is one of the greatest women players the poker world today. Howard Lederer moved to Las Vegas in Nineteen Ninety Three and participated in money games for the next 10 years. When the WPT grew in popularity, he made the decision to compete in more tournaments.