Notable episodes In the show's series premiere, Colbert welcomed actor
George Clooney and politician
Jeb Bush, thanked former host David Letterman, and joined singer
Mavis Staples and numerous other musicians for a rendition of
Sly and the Family Stone's "
Everyday People". The episode nearly missed its broadcast due to technical difficulties. An early interview with Vice President Joe Biden received particular acclaim. Following the
terrorist attacks in Paris that November, Colbert devoted his program to that city. A special football-themed episode aired as the
lead-out program for
Super Bowl 50 in 2016, featuring guests President
Barack Obama (in a taped segment),
Tina Fey,
Margot Robbie,
Will Ferrell, and
Megyn Kelly. A minor wardrobe failure caused McDaniel to have to visibly cover her cleavage. Colbert attempted to joke about the situation to ease the awkwardness, and at one point playfully put a paper towel on her chest, a move McDaniel later criticized in an interview with
HasanAbi. She described the entire incident as one of the worst moments of her life. A clip of the interview posted on
YouTube has more than 48 million views and is by far the most watched video ever posted to The Late Show YouTube channel, as of 2024. On June 22, 2016, CBS announced that
The Late Show would broadcast two weeks of live episodes during the 2016
Republican and
Democratic conventions. The first of these episodes, on July 18, 2016, opened with a musical number by Colbert that compared the Republican convention to being "
Christmas in July", and featured sketches where Jon Stewart (revealed to have been living off-grid in a cabin) is told that
Donald Trump had clinched the Republican nomination for the
presidential election, Colbert's
persona from
The Colbert Report is revived and delivers an edition of
The Word on "
Trumpiness", and a filmed sketch touring the convention's
venue as his
The Hunger Games-inspired character Julius Flickerman. Stewart appeared once more the following Thursday, delivering a segment criticizing the
Fox News Channel in the wake of the firing of its CEO
Roger Ailes. Colbert's performances during these episodes were critically praised for their return to an emphasis on news-oriented comedy similar to
The Colbert Report and
The Daily Show. On November 8, 2016, Colbert presented a live, election night special for CBS's sister premium channel
Showtime, ''Stephen Colbert's Live Election Night: Democracy's Series Finale: Who's Going to Clean Up This Shit?'' The special featured appearances by
Laura Benanti (reprising her impersonation of
Melania Trump),
Jeff Goldblum,
Mark Halperin,
Elle King,
John Heilemann, and
Nick Offerman. Due to it being broadcast on a premium channel, the show was billed as being uncensored (which Colbert demonstrated during his monologue by swearing and announcing
Marco Rubio's
Senate re-election result using a nearly nude model). Critics felt that the special had anticipated a
Hillary Clinton victory, noting the increasingly "surreal" and "uncomfortable" atmosphere that ensued when Trump emerged as the front-runner. When Halperin informed Colbert that Trump was nearing the required 270 electoral votes, he remarked that he "[couldn't] put a happy face on it, and that's my job."
Katy Perry was expected to make a pre-recorded appearance, but her segment was dropped due to the impending victory. During his interview, Jeff Goldblum also acknowledged the situation and sang a verse from "
It Goes Like It Goes". In his closing monologue, Colbert noted that before she died, his mother Lorna (who was born only days after the
first presidential election where women had the
right to vote nationally) remarked thatdespite having historically been a Republicanshe had wanted to vote for Hillary Clinton. He argued that people may have "overdosed" on the "poison" of politics, but acknowledged that "you can't laugh and be afraid at the same time, and the devil cannot stand mockery." Another abandoned gag from the special was, had Clinton won, Colbert would have brought out nude models with the letters "W-E-'-R-E W-I-T-H H-E-R" printed on their butt cheeks. When it became clear that Trump was going to win, they initially thought of changing the lettering to "W-E-'-R-E S-C-R-E-W-E-D", before it was decided not to use the gag. On May 1, 2017, Colbert's monologue was devoted to President Trump following his conduct in an interview with CBS's
John Dickerson on
Face the Nation. Describing Dickerson as a fellow "member of the CBS family", Colbert "read a laundry list of insults on-air to rapturous cheers from the crowd... reeling off a series of scripted jokes and ending on, 'In fact, the only thing your mouth is good for is being Vladimir Putin's cock holster.'" Colbert's language was considered to be crude and
homophobic by some, and led to a short-lived #FireColbert hashtag on Twitter. On May 5, the
Federal Communications Commission announced that it would go through a comprehensive investigation of Colbert's remarks, and concluded no action was to be taken against Colbert or
The Late Show, reasoning in a public statement released on May 23 that there was "nothing actionable under the FCC's rules" as the offending statement had been
properly censored. During the COVID-19 pandemic when the show was produced from Colbert's home (March 2020 until June 2021), his wife Evelyn "Evie" McGee-Colbert was a frequent guest appearance on the show. Crucial to maintaining Colbert's energy as a host, Evie stood in for the regular studio audience's reactions and laughter. On November 3, 2020, Colbert produced his second Showtime election special, ''Stephen Colbert's Election Night 2020: Democracy's Last Stand: Building Back America Great Again Better 2020
. Ahead of the special, showrunner Chris Licht told The Hollywood Reporter
s TV's Top 5'' podcast that the show would be prepared for every eventuality. The special featured many of the same guests who had attended the 2016 election night special, notably
Charlemagne tha God; unlike the 2016 show, the
prolonged nature of the election projections in 2020 meant that Colbert could not reasonably prognosticate on a winner during the live showAmericans would not know the winner until later in the week. The special won the 2021
Emmy Award for
Outstanding Variety Special (Live). On September 30, 2025,
Jimmy Kimmel appeared as a guest on the show in his first interview since his show's
suspension. The candid interview included Kimmel discussing his reaction to the suspension as well as to Colbert's cancellation. On the same night, Colbert was a guest on
Jimmy Kimmel Live! which was broadcast from
Brooklyn that week. Colbert filmed his appearance on Jimmy Kimmel's show first and then the two traveled to the
Ed Sullivan Theater to film Kimmel's interview. In light of warnings from
Brendan Carr, the chairman of the
Federal Communications Commission, that the
fairness doctrine might apply to the talk show,
CBS suppressed
Stephen Colbert's interview with candidate
James Talarico. It was then presented on
YouTube, garnering far more views than it might have gotten if it had been aired on CBS. This was said to be “the
Streisand effect." ==2025 non-renewal controversy==