His fastball, average (high) velocity, clocked at around 92-93 mph. Stottlemyre possessed above average control of his pitches. His style of pitching was direct; using an inside fastball to challenge opposing hitters. Furthermore, he possessed an above average slider, curveball, and later on, a splitter (adopted from teammate Dave Stewart). As an above average pitcher, Stottlemyre made a direct contribution to the Blue Jays' 1992 & 1993 World Series victories. 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. Changing speeds was not a part of his repertoire; Stottlemyre did not possess an effective 'changeup.'
Reputation of being emotional and temperamental
An emotional and temperamental player, Stottlemyre carried his emotions 'on his sleeve'.
While pitching for the Blue Jays in Game 4 of the 1993 World Series against the Philadelphia Phillies, Stottlemyre tried to slide into third base while attempting to reach third on a single by Roberto Alomar. His baserunning skills indicated inexperience; having hesitated between second and third base. The attempt, having resulted in him being thrown/tagged out while sliding head-first into third base, and scraping his chin in the process. That prompted Ed Rendell, then the mayor of Philadelphia, to ridicule Stottlemyre while also adding that he could hit his pitches. After Stottlemyre and his teammates won the Series, Stottlemyre responded to the comment at the ensuing victory rally, expressing his displeasure with the mayor by declaring, "You can kiss my ass!".
On February 20, 1994, Stottlemyre and Blue Jays teammate Dave Stewart were both arrested in Dunedin, Florida for battery on a law enforcement officer and resisting arrest after an argument arose between Stewart, who was accompanied by Stottlemyre, at a night club, reportedly over Stewart's refusal to pay a $3 cover fee.
Stottlemyre became interested in the stock market soon after receiving his signing bonus with the Blue Jays. He hired long time family friend Frank Aiello to manage his portfolio where Aiello purchased shares in Pepsi prior to a 3:1 stock split. After he was placed on the disabled list for the Arizona Diamondbacks in 2000, Stottlemyre began to get "really serious about trading".
After retiring from baseball in 2002, Stottlemyre became a stock market analyst for Merrill Lynch. 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. Later, he followed his dream of founding a hedge fund.
As of 2010, Stottlemyre is a member of ACN Inc., operating a network within the multi-level marketing company selling telecommunications, energy, banking and other services. He is now a Regional Vice President of the company.
Stottlemyre serves on the board of directors for several companies.