After his career, Drabowsky worked for an envelope company and a communications firm until the 1980s, when increased salaries for coaches allowed him to support himself in baseball. He was the pitching coach for the White Sox in 1986, then for several of their minor league teams. Later, he served as the pitching coach for the Cubs in 1994, before rejoining the Orioles as their minor league pitching instructor in Florida. He died June 10, 2006, at the age of 70.