Tom's Top 10 Letterman Moments

From the iconic Late Night antics to the unforgettable Late Show bits, Tom Gulley counts down his Top 10 David Letterman Moments — the sharpest wit, the wildest guests, and the TV magic that made Dave a comedy legend. As the first-ever recipient of the David Letterman Scholarship, Tom brings a unique, insider perspective to Letterman’s groundbreaking humor, innovative interviews, and unforgettable segments that shaped modern late-night television.

Join The Tom Gulley Show as we relive Letterman’s greatest hits — from monkey cams to Stupid Pet Tricks — and explore why no one has ever done late night quite like Dave.

(And there are a few tiny errors here. But don't worry. Professional blowhard Don Giller corrected us.)

🎙️ Watch, laugh, and reminisce with a true Letterman fan who was there from the start.