Leo DiBenigno was appointed Secretary of the Florida Lottery by Governor Charlie Crist on January 2, 2007. He previously held three senior executive positions at the Florida Lottery, including Deputy Secretary, Assistant Secretary for Public Affairs, and Communications Director. As Deputy Secretary since July 2005, DiBenigno was responsible for Information Technology, Security and Public Affairs/Customer Service.

DiBenigno started at the Florida Lottery in 1999 when he joined the executive team of former Secretary David Griffin, first as the Communications Director and subsequently as Assistant Lottery Secretary for Public Affairs where he directed all of the Lottery's external relations with the news media, customers and the public. He left in April 2002 to accept a political appointment as the Senior Policy Advisor for Western Hemisphere Affairs at the U. S. Department of State. During his service in Washington, D.C., he was appointed by President George W. Bush to serve on a White House task force.

In June 2004, DiBenigno and his family decided to return to Florida and he accepted the position of Chief Operations Officer for the Florida State Technology Office which coordinated the policy and planning of information technology for state government agencies. He later rejoined the Florida Lottery at the request of former Secretary Rebecca Mattingly to serve as Deputy Secretary.

Secretary DiBenigno is a graduate of the University of Maryland and lives in Tallahassee, Florida.