Chris makes a bittersweet announcement.

Ciquizza alum and former champions go head to head in a battle that includes past DNC chairs, solving news haiku and president attacking rabbits.

Two of WaPo's media columnists, Margaret Sullivan and Erik Wemple face off in a competition of quotes about the media, politics at the Oscars and ... Jelly Bellys?

The Hill's Reid Wilson battles WaPo's Matea Gold over baby pandas, Presidential facial hair and fruity anagrams.

Lauren Carroll of PolitiFact and WaPo's Michelle Ye Hee Lee put their fact checking skills to the test as they try to figure out real or fake headlines and who said which quote.

Host of Press Pool on Sirius XM, Julie Mason goes against WaPo's Dana Milbank. They try to figure out Betsy DeVos's real first name and bond over their mutual love of CNN's Jake Tapper.

Former Ted Cruz communications advisor, Amanda Carpenter and former spokesman for Jeb Bush, Tim Miller

Two of WaPo's critics, Alyssa Rosenberg and Chris Richards, try to name the performers for Trump's inauguration, decide if some headlines are real or fake and figure out who Donald Trump has called a low life on Twitter.

CNN's Mary Katherine Ham goes against WaPo's Wesley Lowery in a battle where Donald Glover is almost always the right answer, the orange guys win and nobody is exactly sure which president is on the $2 bill.

Top Hillary Clinton aide Brian Fallon and WaPo's Abby Phillip try to figure out who had Washington's biggest PR nightmare this week and call Chris out on his presidential facial hair knowledge.