Ep 6. Pete Holmes

In the sixth episode of Conan's 2019 season, the popular late-night talk show host invites comedian and actor Pete Holmes to join him on stage. The two seem to have an effortless rapport, joking around and making fun of each other's outfits right from the start.

Holmes takes the opportunity to promote his new show, "Crashing," which has recently been picked up for a third season on HBO. He talks about the difficulties of navigating the stand-up comedy scene in New York, where the show is set, and how he drew on his own experiences as a struggling comedian to develop its storyline.

Conan and Holmes also reminisce about their early days in comedy, with Holmes sharing some hilarious stories about performing at tiny venues where the audience consisted of just a handful of people. The two riff on the ups and downs of the entertainment industry, with Conan poking fun at some of the more ridiculous celebrity trends he's observed over the years.

As is typical of Conan's show, there are plenty of wacky moments throughout the episode. At one point, Conan brings out a life-sized cardboard cutout of himself and challenges Holmes to a "Conan-off," where they both have to come up with as many funny quips as possible while standing next to the cutout. The result is a rapid-fire exchange of one-liners that has the audience in stitches.

Later in the show, Conan invites a couple of audience members on stage to participate in a hilarious sketch involving a poorly-timed toilet break at a movie theater. The sketch is a hilarious example of the kind of off-beat humor that has made Conan's show so popular with audiences.

Towards the end of the episode, Holmes performs a set of stand-up comedy, showcasing his unique brand of self-deprecating humor and witty observations about everyday life. The audience seems to be loving it, with laughter and applause erupting after each joke.

Overall, the sixth episode of Conan's 2019 season is a great example of the kind of light-hearted, irreverent humor that has become synonymous with the show. Despite having been on the air for more than 25 years, Conan continues to find new ways to keep his audience engaged and entertained, making it clear why he is still considered one of the most beloved figures in late-night television.