A husband and father of two, Regan was born in Winnipeg but moved to Victoria, British Columbia at a young age. Following graduation, Regan worked for Westfair Foods all over B.C. before returning to Winnipeg in 1999, just in time to see the Goldeyes move into their new downtown ballpark.

He has helped grow the team into a leading franchise in the Major League Baseball Partner Leagues, all while climbing the internal ladder from Account Executive to Director of Group Sales, to Assistant General Manager, and finally Vice President & Chief Operating Officer.

Regan also serves in the same capacity with the Ottawa Titans of the Frontier League.