Colbert Jokingly Pleads for Contract Extension on National Boss' Day

In a cheeky move on National Boss' Day, Stephen Colbert, the host of "The Late Show," used the occasion to shout out his boss, Paramount Skydance CEO David Ellison, in the hopes of securing a contract extension. Colbert's show is set to end in May 2026 after CBS decided to cancel the iconic late-night program, a decision the network said was "purely financial."

Despite the impending end of "The Late Show," Colbert remains in high spirits. Just last year, he took home the Outstanding Talk Series award at the 2025 Emmy Awards, further cementing his legacy as a late-night legend. As he commemorated National Boss' Day on October 16th, 2025, Colbert directly addressed Ellison, saying, "I love you," in a playful attempt to secure a few more months on the air.

While the future of "The Late Show" remains uncertain, Colbert's impact on late-night television is undeniable. His cutting-edge comedy, must-watch monologues, and insightful interviews have captivated audiences for years, and his departure will undoubtedly leave a void in the industry. As the countdown to the show's finale continues, fans and industry insiders alike eagerly await to see what's next for the beloved host.