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Howard Lederer lived in a family of 5 where he liked participating in different card games at a young age. He discovered himself becoming very aggressive in these particular card games as he was playing his dad. After graduating from Sr. High school, Howard decided to put higher education on hold for a little bit and headed to New York to compete in some formidable chess. While playing chess, he was brought in to a poker game taking place in the back of the room. Howard's first two years were difficult as he would play extensive hours and do not win most times. He earned some extra money by becoming an assistant for the poker players. He theorized he could improve his game by analyzing his life outside of poker. He made an effort to get more sleep and focus attention even more on the game.

The definite improvement in his game happened when he began gambling at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the the most favorable players would frequently play against one another. Howard had access into some of the greatest players in chess. With their help, Howard Lederer would tweak his cunning thinking techniques. He used these strategy ideas in the game of No-Limit holdem.

Howard also assisted his sister Annie Duke learn poker. She was a great student of poker as she would consistently be asking questions about the right way to make the proper decision. Howard told Annie to head out to Sin City and compete in the WSOP competition. She is one of the strongest women players the poker world today. He moved to Vegas in 1993 and played cash games for the next decade. When the World Poker Tournament grew in popularity, he decided to participate in more tournaments.