Gregor Chisholm’s passion for baseball was ignited as a nine-year-old in Saint John when the Toronto Blue Jays clinched the World Series victory in 1992. This pivotal moment steered his career path towards becoming a baseball columnist for the Toronto Star, covering the Blue Jays’ remarkable journey in the playoffs and their heart-wrenching defeat to the Los Angeles Dodgers in the World Series decades later.
Reflecting on the Jays’ triumph in the early ’90s, Chisholm expressed how it fueled his love for baseball and influenced his decision to pursue sports journalism. Transitioning from Saint John to Toronto, he aspired to report on baseball, inspired by the teams of the past.
The Blue Jays secured another World Series win in 1993 with Joe Carter’s iconic walk-off home run against the Philadelphia Phillies, a rare and unforgettable moment in baseball history according to Chisholm. This success not only impacted his career choice but also sparked a surge in Canadian baseball interest, nurturing talents like Justin Morneau and Joey Votto.
Despite falling short in the 2025 season, the Blue Jays’ strong camaraderie and team chemistry stood out to Chisholm. He highlighted the unity among players, emphasizing how their bond transcended typical baseball cliques, creating a tight-knit group that engaged in various social activities throughout the season.
The recent team’s performance in 2025, though ending in disappointment, captivated Canadian fans and showcased the nation’s passion for baseball. Chisholm noted the team’s potential for redemption in the future, suggesting that a championship win in the upcoming years could overshadow the previous heartbreak and mark a new era of success for the Blue Jays.
