Gary Sagui started his career at Harris Bank in foreign exchange, then moved to New York for a bond trading job at firm that later failed. However, a chance meeting at a cocktail party for the failed firm and Paine Webber, which took over his firm, introduced him to Bill Dudley.
Dudley offered him a job in Chicago as a trader, where he was promised a membership and three hours a day to trade for himself after filling orders for customers. The growing success of the financial futures at the Chicago Board of Trade interfered with his personal trading, so Sagui moved to Kidder Peabody. There he had a lot of success and made partner during his seven year stay. He resigned from Kidder and joined his brother Matt as a broker and local trader. He tells some amazing stories of his biggest winner and biggest loser, including trading during the Long Term Capital Management crisis in 1998.