Trivia

In 2004, was voted #1 sexiest male newscaster by Playgirl magazine.

Doesn't drive because of a loss of depth perception caused by a head injury. In 1980, he hit his head on the top of a subway door while running into the waiting car.

Briefly dated conservative talk show host Laura Ingraham in the 90's. She is a frequent recipient of Olbermann's "Worst Person in the World" awards.

Uses the phrase "Good night and good luck" as a tribute to Edward R. Murrow.

He has Celiac disease and must eat a gluten-free diet

Has never been married and has no children

Is Mike Tyson's cousin by marriage. The niece of Tyson's adoptive father, Cus D'Amato, married Olbermann's father's brother, making Keith and Tyson cousins.

Worked for CNN, WCVB in Boston, & KTLA and KCBS in Los Angeles before working for ESPN. Ramped up ESPN2's SportsCenter. Also worked for KFWB Radio, FOX Sports, ABC Radio, and MSNBC.

Before the 2010 Massachusetts special election, Olbermann called Republican candidate Scott Brown "an irresponsible, homophobic, racist, reactionary, ex-nude model, Tea Bagging supporter of violence against women, and against politicians with whom he disagrees". He apologized shortly after the statement.

Suspended indefinitely without pay by MSNBC after it learned that he contributed money to three Democrat candidates for the House of Representatives in the 2010 elections, a violation of the MSNBC contribution disclosure policy. The suspension was ended, and Olbermann resumed hosting 9 November 2010, after a petition circulated and was signed by over 250,000 supporters. (November 5, 2010)

Fired by Al Gore's Current TV [March 30, 2012].

Host of The Resistance with Keith Olbermann.[April 2017].

Outspoken critic of President George W. Bush.

Is a fan of Family Guy (1999) and did a voice for the episode "It Takes a Village Idiot, and I Married One". He has since become good friends with Seth MacFarlane.

Is a huge fan of comedy, frequently referencing Bob Elliott and Ray Goulding, The Simpsons (1989), "Monty Python" and George Carlin (the inspiration for his trademark "Worst Person in the World" segment) as well as more obscure sources such as Bill Hicks and "The Kids in the Hall". His favorite sitcom of all time is the BBC series The Fall and Rise of Reginald Perrin (1976).

In November 2008, it was announced that Olbermann had signed a four-year contract extension worth an estimated $30 million.

Claimed that he did not vote in the 2008 Presidential election.

Fan of Howard Stern.

During a period in the mid-1990s, Olbermann appeared in a series of Boston Market advertisements, in which he would instruct a group of underweight models to "Eat something!".

Since beginning Countdown's "Worst Person in the World" segment in July 2005, Olbermann has given rival Fox News host Bill O'Reilly the dubious honor (repeatedly).

Keith Olbermann's father, Theodore, died on March 13, 2010 of complications from colon surgery in September 2009. His mother also died months before.

In a technique similar to that of former CBS News anchor Walter Cronkite in connection to the Iran Hostage Crisis, Olbermann finishes his program by counting the days since May 1, 2003, the day that President George W. Bush declared the end of "major combat operations" in Iraq under a banner that read "Mission Accomplished".

Has departed from MSNBC [January 20, 2011].

Hired by Al Gore's Current TV [February 9, 2011].

His idol when he was very young was Norman Lloyd.

Lived in a Trump Palace apartment on New York's Upper East Side for nine years and sold at a 10% loss in 2016 prior to Trump's victorious presidential campaign.

Attended Cornell University with Bill Maher. Maher graduated in 1978 and Keith graduated the following year.

Shoe size is 13 1/2

Since making amends with ESPN, he has emerged back on ESPN's Dan Patrick radio show. Olbermann shares a daily one-hour segment with Patrick that they call "The Big Show." It is a reference to a time, in the mid-1990s, when Olbermann and Patrick were the staple anchors of ESPN Sportscenter's most important time slot, 11p.m., East Coast time.

His father was of approximately one half German, one quarter Polish, and one quarter Ukrainian, descent. His mother's ancestry included German, Dutch, Belgian, English, Irish, and French.

Longtime cable news rival of Bill O'Reilly.