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Howard Lederer grew up in a family of five where he liked betting on different card games at a young age. He found himself becoming very competitive in the above-mentioned card games while playing his father. After finishing high school, Howard made a decision to put higher education on hold for a little bit and relocated to New York to participate in some big-time chess. While playing chess, he was introduced to a poker game taking place in the back of the room. Howard's initial 2 years were rough as he played countless hours and lose a majority of the time. He made some additional money by becoming an assistant for the poker enthusiasts. He theorized he possibly could boost his game by balancing his life outside of poker. He brought about an attempt to get more sleep and focus more on poker.

The real improvement in his abilities began when he began playing at the Mayfair Club in New York. The Mayfair was a bridge and backgammon association where the greatest players would regularly challenge each other. Howard was able to access a few of the foremost minds in chess. With their help, Howard Lederer would tweak his strategic thinking abilities. He used these strategy concepts in the game of No-Limit hold'em.

He also helped his sister Annie Duke learn the game of poker. Annie Duke was a great student of poker as she would consistently be asking questions about the right way to make the proper choice. Howard Lederer told Annie to move out to Sin City and play in the WSOP competition. She is one of the greatest women players the poker arena has ever seen. Howard moved to Las Vegas in 1993 and competed in cash games for the subsequent decade. When the WPT grew in popularity, Howard made the decision to play more tournaments.