Publisher of the news commenting forum, Trail Mix, Crawford was a columnist for Congressional Quarterly, Editor-in-Chief of National Journal's The Hotline, and Washington Bureau Chief for The Orlando Sentinel, and the author of Listen Up Mr. President: Everything You Always Wanted Your President to Know and Do, The Politics of Life: 25 Rules for Survival in a Brutal and Manipulative World, and Attack the Messenger: How Politicians Turn You Against the Media.

[4] After the 1976 election, Crawford transferred to American University in Washington to intern in the Carter White House press office.

[5] While beginning his law practice, Crawford worked for Democratic candidates John Glenn and Walter Mondale.

In 1997, Crawford left the Sentinel to run The Hotline until 2003, when he joined Congressional Quarterly leading to his work for NBC, CNBC and MSNBC.

In the comments section of his Congressional Quarterly blog, he wrote, "i [sic] simply could not any longer endure being a cartoon player for lefty games.

"[7] Crawford was a regular contributor to the John Batchelor and Paul Alexander radio show, broadcast from WABC - AM, New York.