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Gypsy Tales

CHAPTER 378 Ft. Cooper Webb

Gypsy Tales

Jase Macalpine

Society & Culture

4.6564 Ratings

🗓️ 10 January 2026

⏱️ 214 minutes

🧾️ Download transcript

Summary

Cooper Webb joins us for Chapter 378 of Gypsy Tales. Now a three-time Supercross champion, Webb heads into Anaheim 1 Supercross locked in and hungry, ready to battle for his fourth Supercross title.

Known as one of the most mentally feared competitors in Supercross, Cooper has built his legacy on resilience, pressure, and showing up when it matters most. You can never count him out. In this chapter, we dive deep into what makes Cooper tick, the mindset that separates him from the rest, and the untold stories behind his championship mentality.

We also break down the 2026 Supercross Championship, who Cooper sees as his biggest competition, and why he’s confident he can come out on top again.

A raw, honest look inside the mind of one of the greatest racers of his generation.

Gypsy Gang! Enjoy the show! — Remember to like, subscribe, and drop a comment below!


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00:00:00 Intro

00:01:11 Welcome back Cooper Webb

00:07:57 Fly Racing Ad

00:09:14 Struggles at KTM

00:19:30 Cooper Admits He Raced a Stock KTM

00:21:45 Doubt Fuels Cooper

00:26:24 SOTA Fuel Taste Test

00:27:32 Why Cooper Isn't Afraid to Fail

00:38:05 What It Took to Be a 3x Champ

00:45:33 Best Cooper Webb Yet?

00:49:25 Jett Lawrence Injured

00:53:34 Injury Plague in Supercross

01:06:24 100 Hours with Jo Shimoda

01:10:56 Drinking Beers Before the Main Event

01:16:42 Beating KTM and Chase Sexton Straight Up

01:22:39 Cooper Road to the Pros

01:31:29 Yamaha Ad

01:32:55 Coops Biggest Rivalry

01:42:31 Battling Eli Tomac

01:50:05 Why Cooper Hid an Injury

01:57:14 Inside the 2025 Supercross Title Fight

02:06:38 Out Smarting Chase Sexton

02:11:10 Inside the Mind of Cooper Webb

02:16:14 2025 Seattle Supercross

02:23:33 How it Feels Lining Up at A1

02:29:46 how Teammates Help Win Championships

02:36:00 Fly Racing's First 450 Champ

02:46:08 Buying Top Gun MX in North Carolina

02:50:20 Motosport Ad

02:51:29 Will Webb Race World Supercross

02:58:03 The Day Cooper Owned Motocross

03:03:00 Chasing a 450 Outdoor Title

03:07:45 Retiring from Pro Motocross!?

03:11:30 Can Haiden Deegan best Jett Lawrence

03:23:32 This is Why Jett Lawrence is so good

03:26:42 Cooper's Advantage This Supercross Season

03:31:46 Outro


#monsterenergy #gypsytales #supercross #podcast

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Transcript

Click on a timestamp to play from that location

0:00.0

He's cold-blooded, relentless and thrives under pressure.

0:03.6

Every one of his competitors knows the race is never over with him in it,

0:07.7

and when he smells blood, he hunts.

0:09.9

Late into the race, he's there, and when a championship fight comes down to the wire,

0:14.5

no one is more clutch than Cooper Webb.

0:16.9

You know, like I bleed and die for this sport, and to be the top and to be at that position.

0:22.3

Today, Coop sits as a three-time Supercross Champion, cementing himself as one of the all-time

0:28.5

greats.

0:29.5

But you know what they say.

0:30.5

A dog is never satisfied.

0:32.5

And Coop is hungry for his fourth championship.

0:35.0

I enjoy when I'm back into a corner and there's pressure to perform and there's all he can or he won't.

0:40.3

And I mean, I've been doing that since a kid, honestly.

0:42.3

A lot of the reason why I do it is to prove people wrong.

0:45.3

In a sport as unpredictable as Supercross, you can count on one thing.

0:49.3

Cooper Webb is a tough motherfucker beat and he is never out of the fight.

0:53.3

It's mental

0:54.2

warfare out there

0:55.2

like it's chest

0:56.3

checkers and all

0:57.6

the above at a

0:58.4

certain level.

...

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