Executive Team

Jack McGregor

Chief Property and Casualty Reinsurance Officer

Jack McGregor is the Chief Property and Casualty Reinsurance Officer at Fortitude Re, where he both leads P&C business development and manages Fortitude Re’s in-force P&C portfolio. Jack has spent his entire 28 year career in property & casualty insurance and related fields, with the last 20 years dedicated to P&C legacy and run-off matters.

Jack joined AIG in 2012 as Head of Run-Off Transactions, where he managed all aspects of $7+ billion of gross multi-line legacy insurance liabilities and was closely involved in the establishment, and deconsolidation from AIG, of Fortitude Re. Prior to joining AIG, Jack was Associate General Counsel, Chief Underwriting Counsel and ultimately Head of Disengagement Transactions at Lumbermens Mutual Group (Kemper Insurance Companies), where he was responsible for analysis and resolution of a wide spectrum of legal, regulatory and operational issues related to the solvent run-off of an $11 billion, 11,000 employee, century-old insurance organization. Jack began his professional career as a trial litigator with a large Chicago-based law firm, specializing in insurance coverage, insurance bad faith and appellate work.

Jack holds B.S. and J.D. degrees, with distinctions, from the University of Illinois.

Jack is an avid music aficionado and vinyl record collector. When he’s not working, at a concert, or dabbling in improvement projects, he enjoys hiking the great outdoors with family and friends.