Craig Stapleton was born in Kansas City, Missouri. His grandfather, Benjamin F. Stapleton served five terms as Mayor of Denver. He received his secondary school education at Phillips Exeter Academy and received a B. A. (magna cum laude) from Harvard College. He received his M. B. A. from Harvard Business School.
He currently serves as a Senior Advisor to Stone Point Capital, and serves on the Board of Directors for Abercrombie & Fitch, Flamel Technologies, Carlile Bancshares, Moet Hennessy International Board of Directors and Winston Partners. He served as President of Marsh and McLennan Real Estate Advisors of New York from 1982 until 2001. From 1989 to 1998 Stapleton co-owned the Texas Rangers baseball team with George W. Bush. He has served on the Board of Directors for companies including Allegheny Properties, IDS Realty Inc., Investors Savings and Loan, Metro PCS and TB Woods. In July 2009, he became a co-owner of the St. Louis Cardinals.
During the administration of George H. W. Bush, Stapleton served on the Board of the Peace Corps. He served as Ambassador to the Czech Republic from 2001 to 2003 and received the Jan Masaryk Medal from the Czech Republic. In June 2005, he was appointed Ambassador to France, served until January 2009 and received the French Legion of Honor as a Commander.
Currently, he serves as a Director of the George W. Bush Presidential Center and the 9/11 Memorial and Museum Board; Chairman of the Vaclav Havel Foundation, and Chairman of the American Friends of Compiegne. He has served on the Visiting Committee for Harvard College Athletics and the Committee on University Resources and Athletics.
Craig and his wife Debbie live in Greenwich, Connecticut, have two adult children and six grandchildren. His son Walker was elected Colorado State Treasurer in 2010 and 2014.