"Colin Jost"

SmartLess1h 5mMay 4, 2026

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AI-Generated Summary

In this engaging episode of SmartLess, host Sean Hayes welcomes longtime Saturday Night Live Weekend Update anchor Colin Jost for a wide-ranging and humorous conversation. The discussion begins with playful banter about shirts, travel, and absurd office jokes, before diving into Jost's unique upbringing—his late speech development, his mother's role as a chief medical officer during 9/11, and his childhood journey via the Staten Island Ferry to high school. Jost shares the story behind his purchase of the decommissioned Staten Island Ferry with Pete Davidson, revealing it as a nostalgic and financially savvy venture that could become a mobile swim club and event space. He reflects on his path from studying economics and Russian literature at Harvard to breaking into comedy through the National Lampoon, eventually landing at SNL. Jost candidly discusses his rocky start as a Weekend Update anchor, including a legendary live audience prank by Michael Che that nearly ended his career. The conversation also touches on his growing acting roles, including his acclaimed impression of Pete Hegseth, his upcoming film The Breadwinner, and his participation in Pop Culture Jeopardy on Netflix. Throughout, Jost displays self-aware humor, deep affection for his craft, and a refreshingly honest view of his career evolution.

Key Takeaways
1

Colin Jost’s purchase of the Staten Island Ferry was driven by nostalgia and a vision for a mobile, community-oriented swim club and event space.

2

His late speech development until age four didn’t hinder his intelligence—his parents recognized his comprehension, and he later thrived in comedy and writing.

3

Jost’s SNL career began with 80 rejected sketches before he was finally hired, highlighting the importance of persistence in creative fields.

4

His Weekend Update tenure, though initially rocky, became a defining success thanks to his chemistry with co-anchor Michael Che and Lorne Michaels’ patience.

5

Jost’s transition from writer to performer was gradual and driven by a desire to be part of the comedy in a more personal way.

…and 2 more takeaways available in PodZeus

Chapters
0:00
10 min

Shirt Talk & Liverpool Origins

The episode opens with playful banter about shirts, with Will Arnett revealing he’s in Liverpool working with Tommy Hilfiger. The hosts tease about freebies and office humor, setting a lighthearted tone.

10:00
10 min

Colin’s Late Speech & Childhood Nostalgia

I didn't say anything else for five more years. Why bother? You said it all.

Highlight
20:00
20 min

The Staten Island Ferry: From Commute to Investment

It's 70,000 square feet. If you put that on a dock in Manhattan, you've suddenly got basically a building on the waterfront.

Highlight
40:00
20 min

From Harvard to Lampoon: The Comedy Breakthrough

I wrote like six sketches and there was a bunch of writers that left. And then I got like Tina was uh, the one of the head writers Harper Steele and they liked some, you know something that was in there...

Highlight
1:00:00
20 min

The Weekend Update Nightmare & Michael Che’s Prank

I was like, oh, I shouldn't have taken that swing. But it's perfect because I could still believe it's, you know. Then he goes and he crushes.

Highlight
High-Impact Quotes
It's 70,000 square feet. If you put that on a dock in Manhattan, you've suddenly got basically a building on the waterfront.
Colin Jost25:38
Viral: 90.0
I was like, oh, I shouldn't have taken that swing. But it's perfect because I could still believe it's, you know. Then he goes and he crushes.
Colin Jost50:32
Viral: 88.0
I didn't say anything else for five more years. Why bother? You said it all.
Colin Jost17:10
Viral: 85.0
Speakers

Hosts

Sean HayesWill ArnettJason Bateman

Guest

Colin Jost
Topics Discussed
Staten Island Ferry Investment95%SNL Career Journey92%Late Speech Development90%Comedy Writing and Rejection88%Weekend Update Challenges85%Satire and Political Impersonation80%Creative Risk-Taking75%Work-Life Balance70%
People & Brands

Colin Jost

person

120xPositive

Saturday Night Live

organization

45xPositive

Will Arnett

person

30xPositive

Staten Island Ferry

other

25xPositive

Michael Che

person

20xPositive

Pete Davidson

person

15xPositive

Jason Bateman

person

15xPositive

National Lampoon

organization

12xPositive

Lorne Michaels

person

8xPositive

Harvard University

organization

6xPositive

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