Recorded: July 21st 2026 | Welcome back to another episode of Racin’ With The Boys. We have another legend in the sport of NASCAR with Jeff Gordon joining the boys. The guys get right into talking about the rainbow warrior era that Jeff had during the late 90’s and early 2000’s. He gets into what it was like being seen as a “villain” in the NASCAR world and how it was tough to navigate during that time. Jeff is known for having the rivalry with Dale Earnhardt and he speaks on what it was like during that time and what he learned from the legend that is Dale.
Jeff dives into all of the life lessons he learned coming up through the sport, one of which was that he wished he handled the break up with Ray Evenham better. He and Ray were the pinnacle of driver and crew chief and Jeff breakdown what happened to lead them to breaking up. Jeff then goes onto to say how many more championships he think they would’ve won together if he and Ray hadn’t split up.
The boys end the with talking about who has the potential to be the next polarizing figure in NASCAR and what it will take for them to fill those shoes. Jeff also gives his Mount Rushmore of drivers which you won’t want to miss. Sit back and enjoy the legend of Jeff Gordon as he takes us on a trip down memory lane.
0:00 Intro
1:59 Rainbow Warrior Era
5:57 Being The New Guy vs The Old Gaurd
9:12 Being The “Villain”
12:52 Jeff v Dale Rivalry
18:02 “I’ll Race My Competitors The Way They Race Me”
19:45 Break Up With Ray Evernham
29:47 The Change In The NASCAR Points System
32:00 What Would He Have Told His 2000’s Self?
36:23 What’s More Stressful, Driver Or Owner?
41:07 Difficulty Going From Driver To Announcer
44:49 2014 Texas Gordon v Keselowski
50:21 The Next Polarizing Figure In NASCAR?
54:00 How Do Driver Contracts Work?
58:16 Mount Rushmore Of Drivers
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