Stephen Colbert: A Late-Night Legacy

As the final episode of “The Late Show with Stephen Colbert” approaches on May 21, Stephen Colbert reflects on his journey from actor and writer to one of the biggest stars on TV. In an exclusive interview with People, Colbert opens up about the unexpected path that led him to the late-night desk, a journey that was never quite his goal.

After starting off on “The Daily Show” and his own spinoff in 2005, Colbert received the offer to replace the iconic David Letterman on “The Late Show.” The decision wasn’t easy, as Colbert spent four months in therapy grappling with the weight of stepping into such big shoes. It was a family moment that ultimately sealed the deal for him.

When Colbert’s sister, Mary, arrived from D.C. at his request, he knew it was time to share his news. As they sat down over old-fashioneds, Colbert broke the news that Letterman would be stepping down. Mary’s joyful smile in response was the turning point for Colbert, solidifying his decision to take on the late-night gig.

Since Colbert took over as host in 2015, his political commentary and humor have become a staple of late-night TV. However, news of the show’s cancellation in July 2025 rocked fans and critics alike, following Colbert’s criticism of Paramount’s settlement with Donald Trump. Despite the show’s end, Colbert remains committed to using laughter to bring joy and camaraderie to his audience.

As he prepares to say goodbye to “The Late Show,” Colbert reflects on the impact of his work, acknowledging the laughter and camaraderie he has shared with his audience. While the show may be ending, Colbert’s legacy as a beloved late-night host will undoubtedly live on.

In conclusion: As Stephen Colbert bids farewell to “The Late Show,” his journey from actor and writer to late-night host comes full circle. With a mix of humor and heart, Colbert’s impact on late-night TV is undeniable, leaving behind a legacy that will continue to bring joy to audiences for years to come.

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