From 1989 to 1998, Armstrong was the lead basketball coach of Niagara University. In the 1992–93 season, he led the Niagara Purple Eagles to a 23–7 record and was named the New York State Division I Coach of the Year. Armstrong's knowledge of the game has made him one of the most respected basketball analysts in Canada. He is known for his trademark raspy voice, New York accent, and using his hands while talking. He lives with his wife Dena and his three sons Kevin, Brian, and Timmy in Lewiston, New York.