
Matt isn't just a veteran trucker with over 30 years of experience - he's driven all different types of trucking "lanes". From all-night multi-stop deliveries in Manhattan to braving heavy snow in Canada - he's seen it...


society
Hosted by Clint Files · society · EN-US
Ivy League Trucker, where stories and conversations bridge the gaps to connect people with different backgrounds and lived experiences. Hosted by Clint Files, a big rig trucker with an Ivy League education. How do we connect with those unlike us, challenge our own perspective and foster empathy? Join us on a journey to build understanding in a world desperately needing it!Clint’s personal journey from Ivy League educated corporate executive to big rig trucker has given him an empathy for those different from him. Join Clint, as he explores how to find community with those different from us economically, politically, religiously, generationally. Because its good for your heart - and good for us all.
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Contact path
Verified email
Booking probability
30%
Guest openness
Selective
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Signup to Generate a PitchIvy League Trucker, where stories and conversations bridge the gaps to connect people with different backgrounds and lived experiences. Hosted by Clint Files, a big rig trucker with an Ivy League education. How do we connect with those unlike us, challenge our own perspective and foster empathy?
Ivy League Trucker is hosted by Clint Files. The show has published 18 episodes to date.
Recent episodes include "#17 A true Veteran trucker gets us into other trucking 'lanes' and a few spicy stories" (20 October 2026, 65 minutes), "#16 George Tells it Like it is..." (7 October 2026, 66 minutes), and "#15 From Horses to Horsepower and More - The History of US Trucking" (23 July 2026, 21 minutes).
Ivy League Trucker publishes roughly every two weeks, with episodes averaging 41 minutes across 18 episodes.
Booking probability for Ivy League Trucker is 30%, and the host is rated Selective on guests. Ivy League Trucker requires a Pod Score of 80 or higher. Ivy League Trucker's contact route on record: verified email.
The strongest fits for Ivy League Trucker are Trucking. Ivy League Trucker has a society audience.
Clint Files hosts Ivy League Trucker, a society podcast with 18 episodes published.
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Matt isn't just a veteran trucker with over 30 years of experience - he's driven all different types of trucking "lanes". From all-night multi-stop deliveries in Manhattan to braving heavy snow in Canada - he's seen it...

Ivy League Trucker
I had the pleasure of a good long conversation with George, a very experienced driver in our company. I've learned a lot from him over the years and always appreciate his wisdom and unflappable character. I think he...

Ever wonder how we got here? This episode covers the history of trucking in America from carts and horses to diesel to electrics and more. While the changes in technology would be unrecognizable to a teamster from the...

Though it is a male dominated industry, there are a number of women driving big rigs out there. What is it like for them? We talk with a lady trucker in Clint's company to get the scoop. Resources: Women in Trucking...

<p>We have all heard of, and some of us ridden in, autonomous cars. Tesla and Waymo are bringing self-driving cars and autonomous taxis to American streets. What about autonomous big rig trucks moving our freight? This...

<p>We are making a change with the podcast. Getting back to the core of Ivy League Trucker, which is the observations of an Ivy League educated guy with broad corporate and small company experience - living the life of...

<p>Can a single white woman really help struggling single moms of color break generational cycles of poverty? Yes, it's possilbe! Jill Page Goss of Every Good Gift tells a story of personal bridge building and...

<p>We have all heard it before. Be 'more vulnerable' with people to better connect with them. But man, it's hard and not what we want to do! A friend shares how this has actually been a connection game changer for him...

<p>Clint has some musings about life and human flourishing - and we have a great interview with Josh Chapman, a friend who was shaped for relationship in his family of origin and is intentionally building a relational...

<p>I think you will really enjoy this interview with Addie, a young female pastor in the Anglican Church. She combines her heart for people and innate curiosity to serve people in and out of her congregation. A young...

<p>How does creativity relate to our ability to connect with others? Are the artistic types better at it, or not? My good friend Elaine is a trained artist who also has an innate curiosity about her fellow man. In this...

<p>What happens when an older guy and a younger guy actually listen to each other? Today Clint interviews Robert, a Gen Z law student. Robert has great insights about Gen Z, including what's good and bad about his...

<p>What about the 'trucking' in Ivy League Trucker? Clint shares some trucking insider info and the search for lost America. He also shares a point of connection with one of the guys at the tank wash (A very dirty job...

<p>It's all about connecting. Clint shares some ideas on that - - and an interview with someone from another part of the world who is good at making connections. I've learned a lot from him. Also, see the show notes...

<p>A long, uncomfortable night leads to some serious reflection - followed by conversation with folks making a living in an interesting way. In another segment Clint shares what he has learned from his conversations...

Episode #2
<p>It takes all kinds! Clint meets a very interesting fellow trucker (bad trucker) who may or may not be like him. And we hear from a brother trucker (good trucker) on insights from the road.</p>

Episode #1
<p>Welcome to Ivy League Trucker, where Clint, an Ivy League educated big rig trucker helps us see things in a new way and connect with folks who are not like us at all. This is the episode where Clint explains how the...

<p>Clint shares how he got here. From an Ivy League education, military and corporate life - to the road. It's not a typical story! We explore themes of pride, perormance, getting seriously humbled, real loss and...

<p>Ivy League Trucker offers a unique blend of broad educational and life experience - and school of hard knocks - insight. Hosted by Clint, a big tig trucker with an Ivy League, military, corporate and small company...
Recent guests on Ivy League Trucker. Study who booked and why before you pitch.
co-founder and Managing Partner, Black Narrows Brewing Co
relationship and personal development expert, licensed psychologist, psychacks
Every Good Gift
Anglican Church
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