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Howard Lederer lived in a family of five where he loved taking part in numerous card games when he was young. He found himself getting very aggressive in these card games as he was competing against his dad. After graduating from high school, Howard decided to place higher education on hold for a little bit and headed to New York to play some big-time chess. While competing in chess, he was brought in to a poker game taking place in the back of the room. Howard's first 2 years were difficult as he would play many hours and do not win most times. He earned some additional money by becoming an runner for the poker enthusiasts. He theorized he might better his game by analyzing his life outside of poker. He made an effort to acquire more sleep and focus even more on the game.

The definite improvement in his skills began when he started betting at the Mayfair Club in New York City. The Mayfair was a bridge and backgammon association where the greatest players would regularly wager against one another. He had access into some of the best minds in chess. With their help, Howard would sharpen his cunning thinking abilities. Howard used these strategy ideas in the game of No-Limit holdem.

He also helped his sibling Annie Duke master the game of poker. She was a great student of the game as she constantly asked questions about the right way to make the proper choice. Howard told Annie to head out to Vegas and compete in the WSOP tournaments. Annie Duke is one of the greatest women players the poker arena today. He moved to Vegas in Nineteen Ninety Three and played money games for the next decade. When the World Poker Tournament gained popularity, Howard decided to compete in more tournaments.