Andy Richter | Sidekick No More — From Conan to the DWTS Cha-Cha!

Nov 25, 2025

Andy Richter, a beloved comedian and actor best known as Conan O'Brien's sidekick, shares his journey from improv stages in Chicago to the spotlight of Dancing With the Stars. He candidly discusses the importance of comedy, the evolution of late-night television, and the transformative impact of his DWTS experience. Andy opens up about health challenges, weight loss, and the emotional support he received from fans. With his signature humor, he offers a refreshing look at overcoming obstacles and finding purpose in unexpected places.

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ANECDOTE

How Andy Joined Conan's Team

Andy Richter describes meeting Conan O'Brien at Junior's Deli and immediately hitting it off, which led to him being the first writer hired on Late Night with Conan O'Brien.
He recounts the early tiny staff and how they built the show's identity working closely with Robert Smigel and Conan.

ANECDOTE

Comedy From Family Role

Andy shares that he grew up in a funny family and became the household 'morale keeper' as a middle child, shaping his comedic impulse.
He links that role to years of therapy to learn to live for himself rather than solely for others.

INSIGHT

Authenticity Over Audience Chasing

Andy emphasizes making the show "our standard of funny" rather than chasing a specific audience demographic.
He argues creativity should aim for authenticity and quality over strategic audience-targeting.

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#896. Andy Richter is stepping out from the sidekick spotlight and spilling all the stories you’ve been waiting for! From his early days making teachers laugh to becoming Conan O’Brien’s iconic right-hand man, Andy has always found a way to bring the laughs.

Then came Dancing With the Stars. Andy surprised fans (and himself!) and even earned the title of “People’s Princess” this season, giving us a behind-the-scenes look at why he said yes to the show.

Hear about his start in improv, his friendship with Conan, the highs and lows of DWTS, and even honest confessions about health, weight loss, and how the show changed his life after a slow season. Whether you’ve been a fan for decades or just love a good story about comedy, dancing, and life in the spotlight, this episode is packed with Andy’s feel-good energy.

Tune in and get ready to see Andy Richter like never before — sidekick? Not anymore.

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EPISODE HIGHLIGHTS:

(1:42) – Andy Richter on why he’s never loved being the solo spotlight, and how being a “morale keeper” shaped his sense of humor
(8:20) – The story of how Andy met Conan and became the first writer hired on Late Night
(21:37) – Andy shares the heartwarming moment his daughter realized he was in Elf
(24:16) – Why Andy said YES to Dancing With the Stars despite initial hesitation
(37:39) – Behind the scenes of DWTS: the highs, lows, and what it really felt like to be sent home.

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