He played for 15 seasons in Major League Baseball as a starting pitcher from 1988 to 2002, most notably as a member of the Toronto Blue Jays with whom he won two World Series championships in 1992 and 1993.

[4] The Toronto Blue Jays selected him out of UNLV as the third overall pick in the 1985 MLB draft and he signed with them on August 12, 1985.

[8] His weaknesses as a pitcher, although subject to debate, were his predictability of confronting opposing hitters, pitches over the 'heart' of home plate, hittable fastballs, and flat curveballs.

[8] While pitching for the Blue Jays in Game 4 of the 1993 World Series against the Philadelphia Phillies, Stottlemyre tried to go from first to third on a single by Roberto Alomar.

[10] That prompted Ed Rendell, then the Mayor of Philadelphia, to ridicule Stottlemyre, while also adding that he could hit his pitches.

[14] Stottlemyre became interested in the stock market soon after receiving his signing bonus with the Blue Jays.

[16][17] Realizing that he was a better trader than investor, he began day trading and cites the mentorship of Joe Donohue and Brian Shannon with his success.

[15] As of 2010, Stottlemyre is a member of ACN Inc., operating a network within the multilevel marketing company selling telecommunications, energy, banking, and other services.