Heavy Duty Trucking Logo
MenuMENU
SearchSEARCH

Tips for Successful AI Adoption for Trucking Companies

The rise of artificial intelligence tools has been so rapid, and the potential uses are so widespread, the idea of adopting AI at your trucking company can seem intimidating or overwhelming. But it doesn't have to be.

Deborah Lockridge
Deborah LockridgeEditor and Associate Publisher
Read Deborah's Posts
October 17, 2025
Illustration of AI and change management

Successful implementation of artificial intelligence includes letting people know how AI can make their lives better.

HDT Graphic

4 min to read


The rise of artificial intelligence tools has been so rapid, and the potential uses are so widespread, the idea of adopting AI at your trucking company can seem intimidating or overwhelming. But it doesn't have to be, said panelists in a session during the Wex OTR Summit in early October.

Ad Loading...

This is a journey, a marathon, and we're still at the beginning of it, explained Robert Nathan, founder and CEO of Envoy AI, which builds autonomous agents for logistics service providers.

Nathan advised fleets to start small, identifying time-consuming processes to find tasks that AI can improve or repetitive tasks you can take off a human's plate.

Ad Loading...

“Take an area where you’re seeing a lot of people spending time, and let’s start to see what they’re doing. Let’s unpack that," he said.

What are the workflows involved? And is there something in that workflow that AI could do?

The panel emphasized that just using artificial intelligence just to use it is not the right way to go about it. “AI-powered” is not necessarily a selling point for truck drivers or other workers. They want to know how it can make their lives better.

Getting Truck Drivers On Board with AI

J.P. Gooderham, CEO of Storyboard, whose company offers a hands-free voice assistant for truck drivers, emphasized the importance of getting driver buy-in on artificial intelligence by focusing on what it means for them.

And that doesn't mean just showing them how cool it is that they can talk to an AI agent while they're driving to find a fuel stop that takes their fuel card, near a restaurant serving their favorite foods, while optimizing their hours of service and fuel savings. (Although it doesn't hurt.)

Ad Loading...

“Going in and telling your drivers, ‘We have an AI product,’ is not a sale. It's not showing them what they're going to get, what's going to be the opportunity for them.”

He said fleets should involve drivers early — through surveys and advisory councils — and frame AI tools around solving their real problems.

Deploying AI Effectively: Training How to Use Generative AI Prompts

Jake Fields, co-founder of Platform Science, said companies should have a program in place to make sure that people are not only using AI, but also that they are using it correctly.

He advised fleets to train employees on prompt-writing, since better questions yield better AI results.

“The AI is only going to give you the best answer for the question you ask,” he said.

Ad Loading...

He suggested using AI to help create better prompts, which may seem counterintuitive, yet can be very effective.

“Before you say, ‘How do I solve this problem,’ ask the AI, ‘How should I put together a prompt for solving this problem?’” Then use or refine that prompt to ask your question and you'll get a much better answer, he said.

“That one little step we've seen actually really improve the performance and utilization of AI internally across different sectors of the company.”

Chris Oliver of Trucker path speaks in a panel discussion at Wex OTR Summit

Chris Oliver of Trucker Path said artificial intelligence has the capability to help small fleets leverage data.

Photo: McLendon Photography/WEX

Chris Oliver, chief marketing officer of Trucker Path, said there's been a push at his company to adopt AI, even if it’s something as seemingly simple as using ChatGPT or another generative AI service to help make decisions. He uses it in this way frequently.

But he also cautioned about the accuracy of these tools. 

Ad Loading...

“Let's be honest, it's a lot of fancy Google searches that generate the data and responses that you get with AI, and it's a lot of data, but it's not always contextually accurate," he said, saying humans still need to review the results.

Fields added that overly broad prompts often lead to “hallucinations,” when a generative AI model creates false or nonsensical information and presents it as fact. So learning to create precise prompts is key.

Protect Your Trucking Company's Data When Working with AI Providers

Panelists cautioned about the importance of protecting your data when adopting AI tools or choosing AI technology partners to work with. 

“There are a lot of AI … companies that are asking for carrier and broker data,” said Nathan. “Protecting that data is critical. 

“A lot of these AI companies are raising a lot of money by saying they're going to disrupt trucking and the brokerage industry,” he said. He warned fleets to vet AI vendors carefully, asking why they need certain data and how it will be used.

Ad Loading...

Fields added that fleets should share only the minimum data required for a given task.

“Does a given application need to have driver information, or do they just need to know point A to point B?”

Gooderham noted that strong data protection also builds driver trust. “We can look drivers in the eye and say, ‘We are being careful and we're protecting your data.’”

Focus on Small Wins

At Trucker Path, departments share weekly examples of how they use AI tools — even small ones — to encourage adoption, said Oliver. 

Gooderham said small “wins,” such as using AI to create better slide decks for presentations, can build confidence and momentum for adoption.

Ad Loading...

In fact, that example was one of the first ways he used AI. “I’m terrible at wording,” he admitted.

“If you’re trying to drive more AI adoption within your organization, share the wins.” 

What Can Artificial Intelligence Do For Trucking Fleets?

Subscribe to Our Newsletter

More Fleet Management

A woman holding a tablet with a screen showing rectangles of various colors
SponsoredSeptember 16, 2026

Color Match Smarter: Tools That Restore & Perform

For fleet managers and collision repair professionals keeping heavy-duty trucks on the road, getting the color right the first time isn't just about appearance — it's about efficiency, turnaround time, and bottom-line results. Discover how today's digital color tools are transforming the repair process from guesswork to precision.

Read More →
Mobile tablet showing Motus screen against highway background with Motus logo
Fleet Managementby StaffSeptember 15, 2026

FMCSA Pauses Biennial-Update Enforcement Amid Motus Transition

Carriers whose updates were due on or after June 1 have more time, while FMCSA works to stabilize its new registration system and warns of phishing sites impersonating its new carrier registration system, Motus.

Read More →
Geotab Whitepaper Cargo Theft Cover
SponsoredSeptember 14, 2026

2026 Blueprint for Countering Smarter Supply Chain Theft

Cargo theft is no longer just the cost of doing business. It's a multi-billion-dollar criminal enterprise exploiting vulnerabilities across your fleet, drivers, and supply chain.

Read More →
Ad Loading...
A monitor with a bar graph with a person sitting next to it wearing a headset.
SponsoredSeptember 1, 2026

How Telematics Improves Visibility, Control, and Performance in Refrigerated Fleets

Explore how telematics help refrigerated fleets improve visibility, uptime, efficiency, compliance, and cargo protection across connected cold chain operations.

Read More →
Graphic with U.S. and Canadian flags over background illustration of an ink-stamp that says Tariffs.
Equipmentby Deborah LockridgeAugust 24, 2026

What the U.S.-Canada Trade War Means for Trucking

Escalating U.S.-Canada tariffs could disrupt cross-border freight, reduce truck volumes, raise costs, and create new uncertainty for carriers on both sides of the border.

Read More →
Fleet Managementby News/Media ReleaseAugust 24, 2026

What Are Trucking’s Top Concerns for 2026?

The American Transportation Research Institute wants to know what's worrying trucking fleet managers, drivers, and other stakeholders in its annual Industry Issues survey.

Read More →
Ad Loading...
Four men in suits on the National Mall with giant video screen showing capitol building in the background
Fleet Managementby Deborah LockridgeAugust 24, 2026

American Trucking Associations Looks for a New Leader

ATA President and CEO Chris Spear abruptly left his job at the association on August 21, at a pivotal time for the trucking industry.

Read More →
The Cyber Stop column header with photo of a smiling driver in truck with a laptop and a wi-fi icon
Fleet ManagementAugust 21, 2026

Public Wi-Fi Cybersecurity Risks: How Truck Drivers and Fleets Can Protect Their Data

Public Wi-Fi can expose truck drivers and fleets to credential theft, malware, and other cyber threats. Here’s how to reduce the risk on the road.

Read More →
Woman in white blazer superimposed on background showing a row of Fraley & Schilling truck, plus the HDT Truck Fleet Innovators 2026 logo
Fleet Managementby Deborah LockridgeAugust 19, 2026

For Nicky Cupp, Fleet Innovation Starts With Frustration

HDT Truck Fleet Innovator Nicky Cupp turns everyday pain points at Fraley & Schilling into opportunities for better technology and smarter processes.

Read More →
Ad Loading...
Headshot of Adam Buttgenbach with a Pepsi-branded Tesla Semi in the background
Fleet Managementby Deborah LockridgeAugust 18, 2026

Adam Buttgenbach’s Approach to Electric Trucks: Start With Where They Fit

HDT Truck Fleet Innovator Adam Buttgenbach helped PepsiCo build one of North America’s largest EV fleets by focusing on where electric trucks make operational sense.

Read More →