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The Rich Eisen Show

Actor, Comedian, & Screenwriter Deon Cole

The Rich Eisen Show

ESPN

Sports

4.31.4K Ratings

🗓️ 13 November 2025

⏱️ 67 minutes

🧾️ Download transcript

Summary

Deon Cole joins Jim to discuss how the entertainment industry has evolved over his career in Hollywood. Cole talks about what it takes to learn comedy writing, how he became a writer The Tonight Show with Conan O'Brien, and reveals how one elevator ride led to Andy Richter becoming Conan's sidekick. Cole also discusses how the emergence of AI can affect the entertainment industry, his evolution from comedian and writer into actor with screen credits in "Black-ish" and the "Barbershop" movies. Cole also reveals his best comedian icons of all-time, and why filming his 2022 Netflix stand-up special "Charleen's Boy" was such a poignant experience. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

Thanks for tuning in to the Jim Jackson show.

0:10.0

Make sure you follow us on all our socials.

0:13.2

You know, chemistry is everything.

0:14.7

On the court, you see it with teams like the nuggets.

0:17.8

Five guys are moving as one.

0:19.4

Yoke is dropping dimes.

0:21.0

It's a thing of beauty. but there's another kind of chemistry.

0:24.4

The chemistry between a comedian and an audience.

0:27.5

It's electric, but it's unpredictable.

0:30.2

And it takes a master to control it.

0:32.4

My guest today is one of those masters.

0:35.2

From writing for legends to becoming a legend himself, he's seen it all, and he's turned it all into pure comedy gold. Coming to you from the great city of Chicago, of course, Shaitown in the house, to my building, to this building, my man Dionne Cole. What's up, brother? Oh, man. This is great. Thank you so much.

0:55.3

We've been talking about this for a minute, man. Oh, wow, right, Jay? I'm like, man. But you've been out to shoot them old spice commercials, so I couldn't, I couldn't tie you down, man. You know, making that old stuff. Get me going, baby. Gotta get it going. Shout out to those Spice.

1:11.5

Hey, man.

1:12.6

Listen, man.

1:11.6

Hey, man.

1:12.6

Listen, man, I played to leave 14 years and it's a certain work ethic.

1:17.2

You know sports.

1:18.6

What you do behind the scenes people don't know about.

1:21.9

You know, you see it kind of matriculate and form while you're on the court.

1:26.6

But you have a philosophy to work hard, but you want to be original, authentic,

1:32.0

and don't repeat or replicate jokes.

...

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