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Caleb Johnson grew up in the shop, served in the Army Reserve, and worked his way to General Manager by age 29. On a recent episode of the Freight Coach Podcast, he talked technician shortages, preventative maintenance, and why mobile is changing the way fleets think about repairs.
Some people find their way into trucking. Caleb Johnson was born into it.
His mother spent her career in the truck leasing space — working for outfits like Penske and Pack Lease on the Kenworth side — and Caleb spent his earliest years tagging along. He was coloring books in her office on days off from school. He was catching rides on tractors around the yard, put up there just for fun by the technicians who became something like a second family.
“It became a second family for me,” Caleb told host Chris Jolly on a recent episode of the Freight Coach Podcast. “I just always really loved them.”
That love never left. Today, at just 29 years old, Caleb Johnson serves as General Manager for the Gulf Coast Region at Coltrain Onsite Fleet Care. He joined Jolly for a wide-ranging conversation about career paths in transportation, the coming technician shortage, and why mobile maintenance is no longer a niche option — it’s the future of fleet management.
Caleb’s path wasn’t straight — but it was intentional. After his military service as an 88M Motor Transport Operator, he’s remained in the Army Reserve for over 12 years, a commitment he says gave him more than technical exposure.
“It’s done a lot for me to structure my life and my career. I feel like it’s given me an extra edge.”
When he came home, he started where a lot of great careers start — at the bottom. He took a job delivering parts for International, then asked to be moved into the shop at the same pay. No technical school. No formal credential. Just drive, work ethic, and a willingness to learn from the people around him.
“I’m living proof that it doesn’t take a lifetime to move up in this industry. If you’ve got the work ethic and the drive, just chase it. You can do as good or as bad in this industry as you’d like to do.”
He watched technicians become managers. He became a GM at 29. For young people — especially those coming out of the military or considering a non-college path — he sees transportation and fleet maintenance as a genuine career with a ceiling as high as you’re willing to reach.
One of the throughlines of the conversation was the growing skilled labor shortage in diesel mechanics and fleet maintenance. Jolly put it plainly: he thinks skilled labor is the next gold rush. Caleb agreed — and he’s seeing it firsthand in Coltrain’s own hiring process.
“As we continue to grow, we’re very selective about who we bring on. We go through a lot of candidates before we find somebody that we feel is qualified and that we want going out and servicing our customers.”
The shortage isn’t a distant problem. It’s showing up now, in real hiring pipelines, across the Gulf Coast and beyond. For anyone willing to develop a real skill set and show up with consistency, the demand isn’t going away.
A big part of the conversation centered on what Coltrain does and why it matters. The model is simple in concept but complex in execution: instead of fleets sending vehicles to a shop and dealing with days or weeks of downtime, Coltrain sends the technician to the fleet.
“Mobile is the way of the future. Anybody out there could use mobile. It doesn’t matter what your business is — there’s a way to utilize it.”
Coltrain’s customer base spans light duty vehicles, school buses, vac trucks, refrigerated trailers, drive freight, forklifts, and heavy equipment. The diversity is intentional. So is the way they staff for it. When a new customer comes on, Caleb and his team assess what that fleet actually needs — welding, reefer work, heavy equipment — and match the right technician accordingly.
The result is a 95% on-site repair success rate. That number doesn’t happen by accident.
“We did not spare expenses on making sure our technicians were well equipped. Our guys can do AC work on site, computer diagnostics, injectors, anything that bolts to the motor. We can perform 95% of any repair right there.”
Caleb is quick to credit leadership for that number. Kevin and Kyle Coltrain aren’t monitoring spreadsheets from a corner office — they’re out in the field with technicians, in the markets with customers. That top-down investment in being present is, in his view, what separates Coltrain from the competition.
If there’s one thing Caleb wants fleet managers to walk away understanding, it’s this: preventative maintenance and an oil change are not the same thing.
“Customers refer to it as an oil change and we’re like — no, it’s a preventative maintenance inspection where we’re touching most every component on that truck. There’s so many pieces that should be inspected. It’s a huge miss if that’s all we’re doing.”
He also pushed back on the hands-off approach some fleet managers take with third-party fleet management tools. Those platforms have their place, he said — but the fleet managers who get the most out of them are the ones who stay engaged in the process, not the ones who hand it off and move on.
The goal at Coltrain isn’t a transactional repair relationship. It’s a long-term partnership built around keeping equipment safe and fleets moving.
“We want to make sure their fleet is safe going down the road so that their family, my family, and everybody else’s family can go home safe at the end of the day. That’s the name of the game for us.”
When Jolly asked what keeps customers coming back, Caleb’s answer was disarmingly simple.
“The thing that’s been our special sauce is hammering home that family-owned aspect. Even after that initial visit, even after the work is coming in — we continue to treat that customer as if they were family.”
That means monthly and quarterly check-ins from Mobile Service Managers in each territory. It means stopping in with coffee and donuts and asking — genuinely asking — what Coltrain could be doing better. It means leadership that isn’t sitting behind a spreadsheet but is out in the field with the technicians, in the markets with the customers.
The same philosophy extends inward. For a company built on mobile technicians spread across a region — people who don’t share a shop floor or a break room — finding ways to bring the team together isn’t optional. It’s how you hold onto good people.
“Any of those technicians you talk to after we go take our guys out — you feel rejuvenated. You feel recharged. And I think as human beings, we all want that.”
If your fleet is dealing with downtime, inconsistent maintenance, or a shop that treats a PM like a quick oil change — Coltrain is worth a conversation. They work with fleets of four trucks and four hundred. The process is the same either way.
Visit coltrainonsite.com to learn more or get in touch. If you’re a technician looking for your next move, the careers page is the place to start. Caleb and the rest of the leadership team are also active on LinkedIn and will talk to anyone who reaches out.
This post is based on Caleb Johnson’s appearance on the Freight Coach Podcast with host Chris Jolly. New episodes drop every weekday at 10:30 AM Central.