Prior to joining Dentons, Douglas was director of communications for Verner, Liipfert, Bernhard, McPherson and Hand, where he was one of the firm's top Republican strategists. While at Verner, Liipfert, he also served as director of communications for Senator Bob Dole and worked on a regular basis with the Clinton and Bush White Houses.
Prior to this, Douglas was vice president of Barbour, Griffith and Rogers, which, at the time, was headed by Haley Barbour (now governor of Mississippi).
Before going back into the private sector, Douglas spent three years at the Pentagon working in a joint command as a special assistant for policy and communications. He had a Top Secret clearance and also served as a spokesman for the US Department of Defense, appearing on all the major television networks.
Before going to the Pentagon, Douglas served at the White House as a writer for both Presidents Ronald Reagan and George H.W. Bush.