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Howard Lederer lived in a family of 5 in which he enjoyed taking part in different card games at a young age. He discovered himself becoming very competitive in the above-mentioned card games while playing his dad. After finishing Sr. High school, Howard made a decision to place college on hold for a little bit and moved to New York to play some serious chess. While playing chess, he was brought in to a poker game taking place in the rear of the room. Howard's 1st 2 years were rough as he played many hours and lost a majority of the time. He earned some extra money by becoming an runner for the poker players. He believed he could boost his game by balancing his life away from poker. He brought about an effort to acquire more sleep and focus attention even more on the game.

The definite improvement in his abilities began when he started wagering at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the the most favorable players would regularly compete against one another. He was able to access several of the greatest minds in chess. With their help, Howard would tweak his strategic thinking techniques. Howard applied these strategy concepts to the game of NL texas hold'em.

Howard Lederer also helped his sibling Annie Duke master the game of poker. Annie Duke was a superb student of poker as she would always be asking questions about the right way to make the correct decision. Howard Lederer told Annie Duke to move out to Vegas and compete in the World Series of Poker tournaments. Annie is one of the best female players the poker world ever. He headed to Las Vegas in 1993 and competed in money games for the following decade. When the WPT grew in popularity, Howard decided to participate in more tournaments.