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November 25, 2025 55 mins

#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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