Trembley taught and coached baseball for three years (1977–79) at Daniel Murphy High School in Los Angeles and was the head baseball coach for five years (1980–84) at Antelope Valley College in Los Angeles County, where he also was a physical education instructor.\n', '

He began his career in professional baseball as a Los Angeles-area scout for the Chicago Cubs in 1984. The next season, he became an instructor in the Cubs minor league system until June, when he was named to coach at their Wytheville club in the Appalachian League. Trembley left the Cubs organization to embark on his managing career with the unaffiliated Kinston Eagles franchise of the Class A Carolina League in 1986. It began a stretch in which he would manage in the minors in 20 of the ensuing 21 years (the lone exception being the 1990 season).\n', '

He joined the Pirates organization in 1987, and skippered their AA Harrisburg Senators of the Eastern League for three seasons, capturing an EL title and being named the loop\'s Manager of the Year. He was named the Minor League Manager of the Year by Baseball America in 1987. At the end of the 1989 season, he managed the Eastern League All-Star Team that toured the Soviet Union Diamond Diplomacy Tour. In 1990 he served as Director of the day-to-day operation of Pittsburgh\'s minor league complex and spring training facility at Bradenton, Florida.\n', '

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