Crosses the Line Twice: In his new ESPN show, Olbermann did a piece on swearing in sports, which he unabashedly used as an excuse to play not just one, but twoCluster F-Bomb-laden (albeit censored because it's on TV) recordings. Several times.
Fan-Preferred Couple: He is popularly paired with Rachel Maddow (yes, that one) in punditfic, despite the facts that a) no hint of a romantic relationship has ever been seen between them and b) Rachel is quite definitely (and openly) lesbian. Not that that's stopped the shippers. On the other hand, he has referred to her as "dear Rachel", and they are awfully close...
Foe Yay: For a time during the 1990s, he dated his political nemesis, Laura Ingraham. Both Keith and Laura have attacked the other on their respective shows ever since. Just which partner would be a Heel would likely depend on your political ideology.
Ho Yay: Olbermann is the most popular subject (along with Jon Stewart) in the world of punditslash.
Crack Fic: Punditslash has a tendency to put him with Anderson Cooper. They don't often interact with each other or bring each other up that much, or hardly ever in fact.
Narm: Frequently. For one example, he made a cheesy analogy about the Skittles that were on him when covering the Trayvon Martin case. There's also the habit of using Godwin.
Older Than They Think: Although Keith was mostly known for doing sports before Countdown, it wasn't his first MSNBC news show. That was The Big Show with Keith Olbermann, which debuted in 1997 after he left SportsCenter ("the big show" was the nickname for the edition of SportsCenter that he co-anchored with Dan Patrick). He left a year later to join FOX Sports Net because he was fed up with the constant coverage of the Monica Lewinsky scandal.
Soccer-Hating Americans - while he claims to not have anything against soccer per se, he has done a couple of rants on soccer and what he thinks is wrong with it. Naturally he got quite a passionate response from soccer fans, particularly American soccer fans.
Sending Stuff to Save the Show: An odd variation. Following the announcement of his suspension, several members of the media and a whole bunch of fans came to Keith's defense, most notably an online petition to get him back on the show that got over 250,000 signatures within two days of the announcement. Two days after the announcement, Keith was reinstated. Coincidence?
Tear Jerker: His passionate defense of gay marriage in the wake of Proposition 8. Not only will it reduce to tears pretty much anyone whom the issue touches personally, Keith himself sounds like he's about to cry for the whole speech.
Likewise his heartfelt Health Care and the Fight Against Death, during the fight for the Affordable Care Act, in which he relates personal experiences and puts history and statistics in a deeply emotional context.