Healy played for the St. Louis Maroons, Indianapolis Hoosiers, Washington Nationals, Chicago White Stockings, Toledo Maumees, Baltimore Orioles, and Louisville Colonels from 1885 to 1892.

[1] Healy also went on an "around-the-world" tour with other American baseball players that year, playing exhibition games in Europe, Asia, and Australia.

When Healy returned home, the mayor of his hometown honored him with "a special ceremony and a pin.

[1] During the 1880s, Healy had an overall win–loss record of 44–98; his .310 winning percentage was the lowest of any Major League pitcher in the decade.

Healy then finished his Major League career by playing one month for the Louisville Colonels.

[9] He then retired from the game and worked as a St. Louis policeman before becoming ill. On March 16, 1899, Healy died of consumption in St.