When Bill Gates retired from Microsoft a few years back, Jimmy Kimmel was apparently called upon to participate in a final-day roast of the billionaire software tycoon. Unfortunately, Kimmel says the joke-fest didn’t go so well.
During a Monday appearance on The Howard Stern Show, Kimmel explained that although he was led to believe that Gates was on board with the roast, he didn’t seem to find Kimmel’s routine funny in the slightest.
“It was a disaster,” Kimmel told Stern. “I insisted that he be onstage with me if I was going to do this, because the key to a roast is the people in the audience see the roastee laughing. Well, unfortunately, the roastee was not laughing. Not even a little bit.”
Kimmel went on to say that the only person in the room who laughed at his jokes was Los Angeles Clippers owner Steve Ballmer. “He was laughing like a maniac,” the late-night host recalled. “Which in a way made it worse.”
By the end of the night, Kimmel said that Gates was referring to him simply as “the comedian.”
“He was like, ‘We couldn’t get Jay Leno for this?'” Kimmel quipped.
Watch the full clip below.
More Must-Reads from TIME
- Your Vote Is Safe
- The Best Inventions of 2024
- How the Electoral College Actually Works
- Robert Zemeckis Just Wants to Move You
- Column: Fear and Hoping in Ohio
- How to Break 8 Toxic Communication Habits
- Why Vinegar Is So Good for You
- Meet TIME's Newest Class of Next Generation Leaders
Write to Megan McCluskey at megan.mccluskey@time.com