Jack Armstrong enters his 28th season with the Raptors organization and will serve as the analyst on all TSN games. He previously worked as a radio and television analyst for the Raptors, following a successful 14-year collegiate coaching career.
In addition to his duties with the Raptors, Armstrong is a studio analyst at TSN for the NCAA Tournament, NBA Finals and NBA Draft; and a television analyst for NCAA basketball on CBS Sports Network, Comcast, Empire Sports Network, Fox Sports, MASN TV and New York/MSG while also working with ESPN’s regional coverage and the Atlantic 10 Conference TV Network. His commentary also extended to the WNBA, where he worked for MSG on New York Liberty telecasts for two seasons. Armstrong hosted the popular radio show ‘The Game Plan’ on Sportsnet 590 the Fan (2008–10) and served as the television analyst for the 2002 FIBA Men’s World Basketball Championship.
Armstrong has received many accolades during his broadcasting career. He has been nominated by the Canadian Screen Awards for Best Sports Analyst in a Sports Program or Series four times (2017-20), winning on three occasions (2017-19). Armstrong’s 2017 award marked the first time a basketball analyst received this prestigious honour. He was also nominated for an Emmy for his work on Liberty telecasts on MSG TV Network during the 2002 season.
In 2022, Armstrong released his Holiday Album "Hello & Happy Holidays" and sang at a Holiday Concert at the historic Danforth Music Hall. Proceeds from the concert and album sales helped to raise money for MLSE Foundation and Special Olympics Canada.
In the college circuit, Armstrong spent four years as an assistant basketball coach at Fordham University. He moved to Niagara University and served as an assistant coach for one season before being named head basketball coach of the Purple Eagles while also serving as assistant athletic director. His nine years as head coach were the third longest in school history, and his 100 career wins rank fourth on the school’s all-time chart. Armstrong had his most successful season in 1992-93 when he led the Purple Eagles to a 23-7 record and a spot in the National Invitational Tournament. The accomplishments earned him Metro Atlantic Athletic Conference (MAAC) and New York State Division I Coach of the Year awards. Despite his success on the court, Armstrong is still most proud of his 100 per cent player graduation rate during his stint as head coach.
He earned both a master’s degree in public communications and a bachelor’s degree in history from Fordham University. Jack and his wife, Dena, have three children, Kevin, Brian, and Timothy, and a daughter-in-law, Alyssa. He is an avid runner and has completed the New York, Chicago and Boston marathons. A proud Irishman, Armstrong was honoured as the Grand Marshal of the 2023 Toronto St. Patrick’s Day Parade.

Thanks to the vision and generosity of the late Crawford Gordon ’56, former Chair of the Ridley College Board of Governors, the Crawford Gordon ’56 Speaker Series was launched in 2004.