In July 2010, Cowher was the keynote speaker for National Agents Alliance at their Leadership Conference. He talked about work ethic, leadership and how that transfers into the work force. He said it's not about what you accomplish, it's about who you touch along the way.
Cowher's late wife, Kaye (née Young), also a North Carolina State University graduate, played professional basketball for the New York Stars of the (now defunct) Women's Pro Basketball League with her twin sister, Faye. Kaye was featured in the book Mad Seasons: The Story of the First Women's Professional Basketball League, 1978–1981, by Karra Porter (University of Nebraska Press, 2006). Kaye Cowher died of skin cancer at age 54 on July 23, 2010. The couple had three daughters: Meagan, Lauren, and Lindsay. Meagan and Lauren played basketball at Princeton University. Lindsay played basketball at Wofford College before transferring to Elon University. In 2007, the Cowher family moved to Raleigh, North Carolina, from the Pittsburgh suburb of Fox Chapel. Meagan married former NHL forward Kevin Westgarth in 2011. Lindsay married former NBA forward Ryan Kelly of the Atlanta Hawks on August 2, 2014.