- (2002) Book: "American: Beyond Our Grandest Notions". New York: Free Press. ISBN 0-7432-4086-3.
- (1988) Book: "Hardball: How Politics Is Played Told By One Who Knows The Game". New York: Simon & Schuster. ISBN 0-684-84559-8.
- (1999) Book: "Hardball: Revised and Updated".
- (1996) Biography (of Richard Nixon and John F. Kennedy): "Kennedy and Nixon: The Rivalry That Shaped Postwar America". New York: Simon & Schuster. ISBN 0-684-81030-1.
- (2001) Book: "Now, Let Me Tell You What I Really Think" (1st ed.). New York: Free Press. ISBN 0-684-86236-0.
- (2011) Biography (of John F. Kennedy): "Jack Kennedy: Elusive Hero". New York: Simon & Schuster. ISBN 978-1-4516-3508-9.
- (2013) Consultant to the producers and writers of The Newsroom (2012), and is listed on screen with a list of consultants in the credits of some episodes.
- (2013) Biography: "Tip and the Gipper: When Politics Worked". New York: Simon & Schuster. ISBN-10: 1451695993; ISBN-13: 9781451695991
- (1968-70) Was a Trade Development Adviser to the United States Peace Corps in Swaziland (Africa).
- (Early 1970s) Police Officer with the United States Capitol Police.
- (Early 1970s-76) Served on the staffs of four Democratic Members of the United States Congress, including Utah Senator Frank Moss and Maine Senator Edmund Muskie.
- (1977-80) Deputy Assistant to the President and Presidential Speechwriter in the White House Communications Office in the administration of President Jimmy Carter.
- (1981-87) Senior Assistant in the Office of Speaker of the House of Representatives Tip O'Neill.
- (1987 - 2000) Washington (DC) Bureau Chief for the "San Francisco Examiner".
- (2000-01) Nationally syndicated columnist for the "San Francisco Chronicle".
- (1995) On-air personality and host with CNBC/MSNBC. Hardball with Chris Matthews (1997) beginning in 1997 on CNBC, before moving to MSNBC in 1999.
- (2002-13) Host and Editor of The Chris Matthews Show (2002), syndicated by NBC and then by NBCUniversal.
- (2007) Book: "Life's a Campaign: What Politics Has Taught Me About Friendship, Rivalry, Reputation, and Success" (1st ed.). New York: Random House. ISBN 978-1-4000-6528-8.
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