In 1989, Connaughton began working at
Bain Capital, transitioning from
Bain & Company.
Board memberships In 2003, Connaughton was appointed to a supervisory board membership at
ProSiebenSat.1 Media, a German broadcasting group. From 2004 to 2013, Connaughton served on the Board of Directors for
Warner Chilcott. Connaughton joined the Board of Trustees for
Berklee College of Music in 2005. In September 2019, Connaughton joined the board of directors of the University of Virginia's Investment Management Company. He has also served on the Board of Trustees at the university's
McIntire School of Commerce. In 2021, he was appointed to the board of GreenLight Fund, a nonprofit fund in the Boston area. Connaughton is also on the Advisory Board for the Baltimore Orioles, the Harvard Business School Board of Dean’s Advisors, a
Brigham & Women’s Hospital trustee, and Board Chair of the University of Virginia Investment Management Company (UVIMCO). == Philanthropy ==