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

Off The Vine with Kaitlyn Bristowe · Nov 25, 2025 · 55m

#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…