Bennett CIO on 24 years of trucking tech transformation

The shift was not seamless. Bennett relies heavily on owner-operators, who initially resisted devices that track both their time and loads.

“When you’re talking about putting ELDs in their trucks, they’re not too happy about it initially,” Boppana said. “There was a lot of resentment. They don’t want ELDs, they don’t want anything tracking their trucks.”

The regulation forced adoption, but effective change management was essential. Today, Bennett operates at roughly 90 percent ELD compliance, with the remaining 10 percent on paper logs for equipment qualifying for exemptions due to age.

“If you think about it, it was really a blessing for large fleets like us to go from paper-based logs to electronic logs,” Boppana said. “Now we can’t even think of it as automation, but at that time it was huge.”

Dash Cams: The Hearts-and-Minds Campaign

ELD adoption came with the force of regulation. Dash cam adoption required a different approach — more carrot than stick. Boppana called it the most challenging change-management effort of his career.

Unlike ELDs, dash cams were not mandated. “It wasn’t regulated — it’s not a regulation,” he said. “There’s an option there; owner-operators can even say no to it because of the business model.”

Bennett used a “hearts-and-minds, marketing-style approach.” The central pitch: video evidence would enable faster exoneration for drivers not at fault in accidents.

“If you have a dash cam, we have visibility of what’s going on,” Boppana said. “We can actually exonerate you faster. That was one of the big selling points.”

The company covered all hardware and subscription costs, shared incident reports up to the CEO level and made dash cams mandatory for newly onboarded drivers. Transitioning the existing fleet took nearly a year.

Safety Scores, Insurance and Customer Trust

Investments in safety technology deliver returns beyond regulatory compliance. Shippers and customers evaluate carriers in part on their Compliance, Safety, Accountability scores.

“They look at our CSA scores — are we a safe carrier or not? Because that directly affects whether their commodity gets delivered safely and on time,” Boppana said. “The safer we are, the fewer incidents, the better our chances of getting more business.”

Bennett also leverages its safety posture to help manage insurance costs. The company provides coverage to its owner-operators. Lower claims translate to lower premiums for drivers as well.

“If we’re not paying as many claims, our insurance rates stay lower, which means driver premiums stay lower too,” Boppana said. “It’s a twofold win-win.”

Modernizing the Foundation

Like many large truckload carriers, Bennett still runs older core systems — what Boppana refers to as “legacy software.” Rather than exposing the AS/400 system directly to field employees and agents, the company built a modern Java application layer on top of it more than two decades ago.

“That allows us to more easily leverage new technologies like AI agents because the middle layer is still modern,” he said.

Bennett is now in the midst of a roughly three-year effort to migrate components off the AS/400 and into an AI-powered transportation management system. Motive data feeds directly into the safety module, with plans to expand visibility and coaching capabilities to operations teams and agents.

“What we’re trying to do is give operations that visibility and bring them into the coaching process — not just rely on the safety team, but expand coaching capabilities across operations and even to our agents,” Boppana said.

For Bennett, dash cams and telematics represent one piece of a broader modernization strategy. The company is integrating advanced capabilities from partners like Motive into its evolving tech stack. This modular approach allows Bennett to adopt the latest technology without having to build every solution in-house, as large fleets more commonly did in years past.