In this episode of the Best Fleets Podcast, we talk with Belle Hudson, Director of Sales, and Brandon Boyne, Safety and Compliance Manager at Ippolito Transportation, a first-time Top 20 Best Fleets to Drive For based in Burlington, Ontario. Ippolito is more than a transportation company — they grow their own produce in the US, bring it to Canada, and deliver it across Ontario. But their success isn’t just about moving freight; it’s about cultivating a workplace where drivers feel safe, supported, and heard.

In this episode of the Best Fleets Podcast, we sit down with Mark Walker, CEO and Chairman of TransLand, and Rebecca Anderson, Director of Recruiting, Marketing, and Communications, to learn how this Missouri-based fleet is building a strong, people-first culture that extends far beyond the driver’s seat. TransLand has made its mark by treating both customers and employees with respect, leading in community involvement, and empowering drivers through development programs and national advocacy efforts.

K & J Trucking is a small fleet with a big reputation for doing things the right way. This year’s two-time Overall Winner in the Small Carrier category continues to stand out by staying true to their core values and supporting drivers every step of the way. In this episode, President Michelle (Shelley) Koch, Safety Director Jennifer Raddatz, and Owner-Operator Josh Gwirdinton talk about the family legacy behind the business, how their lease-purchase program has empowered dozens of drivers, and why listening—really listening—matters. With strong leadership and a deep commitment to their team, K & J Trucking, Inc. continues to raise the bar.

America’s Service Line may have started as a small private fleet in 1996, but their driver-focused approach has helped them grow into a standout operation. Now a two-time Best Fleets to Drive For honoree, ASL continues to evolve by listening to drivers, refining their programs, and building a culture rooted in respect and accountability. In this episode, the ASL team talks about how initiatives like their Driver Ambassador program, Friday roundtables, and employee recognition efforts have strengthened retention and created space for real connection. With nearly 260 trucks and a reputation for putting people first, ASL is proving that investing in culture pays off, on and off the road.

Decker Truck Line may have a century of history, but they’re still leading the way forward. This year’s Overall Winner in the Large Carrier category continues to evolve, thanks to a driver-first mentality and a commitment to constant improvement. In this episode, Dale Decker and Bob Elkins talk about how the Best Fleets to Drive For program’s insights have helped them refine their policies, enhance cross-department communication, and make changes that improve the overall driver experience. With four years on the Top 20 list and this year’s big win, Decker is proving that experience and innovation go hand in hand. Their journey has been all about connection, collaboration, and evolving for the future.

Three years in the Hall of Fame and back-to-back Stratosphere Awards, Garner Trucking continues to raise the bar. In this episode, Jane Jazrawy is joined by Sherri Garner Brumbaugh (President & CEO), Tim Chrulski (COO), and Brian Wildman (Driver and Chairman of the Driver Advisory Board) to share how Garner builds a culture where drivers feel seen, heard, and genuinely appreciated. Proof that when you listen, act, and celebrate the wins, great things happen—again and again.

From building a strong safety culture to keeping drivers and fleets connected, the Best Fleets to Drive For sponsors are committed to enhancing the driver experience. In this episode of The Road Ahead: Insights from Our Sponsors, we sit down with EpicVue, TruckRight, and Netradyne to discuss how they support drivers and why they proudly sponsor the Best Fleets program.

A new season of the Best Fleets Podcast is here! We’re starting with the interviewer roundup, where our team recaps the standout moments and surprises from this year’s program. Whether you were part of it or are considering joining next time, tune in for some great insights!