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Howard Lederer lived in a family of 5 in which he liked taking part in various card games when he was young. He found himself getting 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 place higher education on hold for a little while and moved away to New York to compete in some big-time chess. While participating in chess, he was brought in to a poker game taking place in the rear of the room. Howard's first 2 years were difficult as he played extensive hours and fail to win a majority of the time. He earned some additional cash by becoming an assistant for the poker enthusiasts. He judged he might better his game by analyzing his life outside of poker. He made an effort to acquire more rest and focus even more on the game.

The real advancement in his abilities began when he began wagering at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the greatest players would regularly challenge one another. He had access into some of the foremost players in chess. With their help, Howard would hone his logical thinking abilities. He used these strategy concepts in the game of No-Limit hold'em.

Howard also helped his sister Annie Duke learn poker. She was a great student of poker as she constantly asked questions about how to make the correct decision. Howard told Annie Duke to head out to Vegas and compete in the World Series of Poker tournaments. Annie Duke is one of the strongest women players the poker arena today. Howard Lederer headed to Las Vegas in Nineteen Ninety Three and competed in cash games for the following 10 years. When the World Poker Tournament gained popularity, Howard made the decision to participate in more tournaments.