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Howard Lederer lived in a family of 5 where he enjoyed gambling on numerous card games at a young age. He found himself getting really competitive in the above-mentioned card games as he was playing his father. After finishing Sr. High school, Howard decided to put higher education on hold for a bit and moved away to New York to participate in 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 1st two years were difficult as he would play countless hours and lost most times. He made some extra money by being an runner for the poker enthusiasts. He theorized he might improve his game by adjusting his life away from poker. He made an effort to acquire more sleep and focus attention even more on the game.

The real improvement in his skills happened when he began wagering at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the the most favorable players would frequently wager against one another. He had access into some of the greatest minds in chess. With their help, Howard would sharpen his strategic thinking techniques. He applied these strategy concepts to the game of NL Texas Holdem.

Howard also helped his sister Annie Duke learn the game of poker. Annie was an excellent student of poker as she constantly asked questions about how to make the proper choice. Howard told Annie Duke to move out to Vegas and play in the World Series of Poker tournaments. Annie Duke is one of the best women players the poker arena today. Howard moved to Vegas in 1993 and competed in money games for the subsequent 10 years. When the WPT gained popularity, he decided to participate in more tournaments.