Lending a hand up the ladder: Legacy of mentorship for Trucker of the Month Jason Shelly

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"I spend a lot of time making deliveries around here, so I have my little spots I know I can park." --Owner-operator Jason Shelly, speaking to knowledge borne of more than two decades' experience serving customers in Amish markets on the East Coast

The words up top were among the first owner-op Jason Shelly spoke when we talked back in early August attendant to my reporting on his longtime one-truck business, Overdrive's 2025 Trucker of the Month for August. He'd gotten parked up for the call mid-run on his regular route through the Washington, D.C., area, among the many destinations for his multistop reefer-haul business. 

It sets the scene, as it were, but also demonstrates the expertise he's built through consistency through the years, through specialization in that now 20-plus-year run loaded with fresh meat bound for those Amish markets. In this week's Overdrive Radio edition, sit in with Shelly as he tells the story of how he proved his invaluable nature to the customers starting with a partner serving a premium pork producer, then following through with consistent customer service as demand grew and grew and grew for the product over those decades.

Headquartered in Pennsylvania in the town of Telford today, owner-operator Shelly's legacy is certainly a work in progress. He's got plenty of working years ahead of him, but he's been nothing if not outgoing in his efforts to lend the benefit of expertise to those coming up behind him. Those relationships then grow to the point of mutual business benefit, too, as the Trucker of the Month feature about Shelly last week illustrated.  

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[Related: Carving a niche in fresh meat, multistop delivery: Trucker of the Month]

Owner-operator Kris Bair, a decade and more Shelly's junior, calls him a mentor, no doubt, a sounding board for ideas and questions. He also bought his first truck, a restored 1980 A model Kenworth, from Shelly, with private financing worked out between the men. 

When Shelly thought he was going to be potentially getting entirely out of trucking when he and his business partner sold their business to a larger operation, Bair then traded that W900A back to Shelly for his longtime runner, a 2000 W900 outfitted with a custom Double Eagle big bunk. 

In the podcast, Shelly also tells the story of raising three children in part in that 2000 KW big bunk, with quite a lineage that traces back through its prior owner, Richie Acosta, who sadly passed several years back. Acosta was prepping a Peterbilt purchase for what would become his famous Project 350 rig, when Shelly bought this KW from him. Hear more of that story in the podcast.In the podcast, Shelly also tells the story of raising three children in part in that 2000 KW big bunk, with quite a lineage that traces back through its prior owner, Richie Acosta, who sadly passed several years back. Acosta was prepping a Peterbilt purchase for what would become his famous Project 350 rig, when Shelly bought this KW from him. Hear more of that story in the podcast.  

Does Shelly still have that old W900A Bair traded back to him in his stable today? I asked him.

Overdrive Radio's sponsor is Howes, longtime provider of fuel treatments like its Howes Diesel Defender all-weather mileage booster and winter anti-gel treatments to get you through the coldest temps, the Howes Multipurpose penetrating oil, and other products.Overdrive Radio's sponsor is Howes, longtime provider of fuel treatments like its Howes Diesel Defender all-weather mileage booster and winter anti-gel treatments to get you through the coldest temps, the Howes Multipurpose penetrating oil, and other products.Turns out no. "I upgraded and financed it for another" young trucker looking to get his start in business as an owner-operator, he said. "I'm not looking to get in the finance business" by any stretch, "but I figure everybody needs to get started, and I had some really good guys in my life that helped me get started." 

He's been able to be that hand up the ladder, so to speak, for the generations of owners behind him "several times over the years," he added. Hear his story, in his own words, in this Part 1 of our talk with Shelly on the podcast today: 

Enter your business in Overdrive's Trucker of the Year competition for a chance to win a custom scale replica of your tractor as trophy but also a new seat and/or other perks from program sponsor Bostrom Seating.Enter your business in Overdrive's Trucker of the Year competition for a chance to win a custom scale replica of your tractor as trophy but also a new seat and/or other perks from program sponsor Bostrom Seating.Owner-operator Jason Shelly's Trucker of the Month nod for August puts him in the running for the 2025 Trucker of the Year award, sponsored for the year by Bostrom Seating, who’s putting a new seat on the line for the ultimate winner. You can enter your own or nominate another deserving business for the award at this link. Hear all of the Trucker of the Month honorees' stories in their own words via the playlist below. 

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