The Rubesletter by Matt Ruby 💎

The Rubesletter by Matt Ruby 💎

Share this post

The Rubesletter by Matt Ruby 💎
The Rubesletter by Matt Ruby 💎
Colbert and the slow death of dissent

Colbert and the slow death of dissent

A closer look at what really ended Colbert’s run — and what it says about comedy, corporations, and cowardice.

Matt Ruby's avatar
Matt Ruby
Jul 20, 2025
∙ Paid
12

Share this post

The Rubesletter by Matt Ruby 💎
The Rubesletter by Matt Ruby 💎
Colbert and the slow death of dissent
2
5
Share

I’ve argued before that hosting The Colbert Report was one of the most incredible feats in comedy/television that's ever occurred. He carried the entire thing, every night, in character FLAWLESSLY – even the improv riffs during the Q&A’s were gold.

I can only imagine how exhausting that gig musta been. Tons of late night hosts go mad even when they have support filling air time (e.g. a sidekick, correspondents, musical performances, etc). Colbert was just solo on the high wire the whole time.

And then there was that in-character White House Correspondents Dinner performance where he mocked Bush to his face.

Legendary. Like Hollywood said to Maverick:

THAT did not age well" and the battle between generations

After that, he went to CBS (owned by Paramount), dropped the mask, and did the Ed Sullivan theater thing. Until now…

So was CBS’ move financially driven (the show was losing money) or politically motivated (Colbert routinely mocks 47 and, more recently, CBS for kowtowing to him)?

Keep reading with a 7-day free trial

Subscribe to The Rubesletter by Matt Ruby 💎 to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Matt Ruby
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share