David Letterman: The Smartest Guy in the Room

On Thursday David Letterman announced that he was going to be retiring from The Late Show at some point next year.

I grew up in the Age of Letterman, and I have to say that I view his pending retirement as good news. Over the years my encounters with the Late Show have become sporadic and accidental. It wasn’t just the format that seemed dusty, but Letterman himself looked a little bit old, sometimes even disheveled, and his performance recalled a different era, the man having somehow morphed from being the smartest, edgiest guy in the room to a beloved uncle repeating jokes after Christmas dinner. It wasn’t pathetic, just a little bit sad, like noticing somebody you love age and becoming a smaller, more vulnerable version of himself.

Once a revolutionary who brought irony into the mainstream, he now seems lost in time, usurped by all his competitors who have an organic sense and mastery of social media. Of course, when Letterman started, he was the undisputed champion of improvisational videos, bits that would have played brilliantly on the Internet, but the fact that he was both before and of his time, is no matter,

Back then he was a jolt of electricity into very calm and predictable weather and as a teenager I immediately related to him. He had an anarchic, Frat Boy sensibility, and liking him as opposed to another, lamer option, was a defining tribal characteristic. You wanted to wear the Late Night t-shirt the same way you wanted to wear the t-shirt of a super-cool alt band– it meant something about who you were and how you saw the world. Every night, we all gathered in our university residence to watch Late Night before heading off to our parties. It was a cultural drawing point and it sincerely brought us together.

Letterman has had a massive influence on our cultural landscape, his style and intolerance for the pieties and hypocrisies of celebrity culture– even though he lived within it– have pointed the way for so much of the comedic culture we currently revere.  Now in his late 60’s, it is time for him to go, and it’s very bittersweet. He was a giant, one with a unique gravitas and ability to cut through the bullshit, and I will miss him– as I miss the days of my youth–more than I can say.