The Fleet Journey: David Hayward
David Hayward’s fleet journey turned a chance opportunity into a mission for safety, innovation, and data-driven fleet management.

Photo: David Hayward
The fleet management career of David Hayward, CAFM, began unexpectedly, but it quickly became a purpose-driven mission rooted in strategy, data, and safety. With a background in science and business, he recognized early on that fleet is more than just vehicles; it’s the backbone of business operations, especially in industries like pharmaceutical sales and technical service fleets. His analytical mindset and methodical approach gave him a competitive edge, allowing him to optimize operations and drive meaningful change.
Now an established fleet and business operations leader and director of fleet management at ABM Industries, Hayward is focused on harnessing the power of data, AI-driven insights, and evolving technologies to enhance safety and efficiency.
From tackling data overload to ensuring fleet safety remains non-negotiable, his fleet journey involves transformation, innovation, and forward-thinking leadership.
An Accidental Start, A Purpose-Driven Mission
Hayward’s story highlights the evolving role of fleet management, where data, technology, and leadership intersect to create smarter, safer operations. His passion for continuous improvement and knowledge-sharing reflects a deep commitment to managing fleets and shaping the industry's future. He is also a member of Work Truck's Editorial Advisory Board.
Q: What first sparked your interest in fleet management, and how did you start your career in this field?
Fleet management found me, not the other way around. I started at Wyeth purely by accident! They wanted a business-savvy European and were willing to teach fleet. The rest, as they say, is history.
Q: What was the turning point or defining moment in your fleet career?
There’s no sugarcoating this one: the tragic loss of a driver changed everything. A missing backup alarm on a vehicle highlighted the stark reality of fleet safety. That moment cemented my mission: safety is non-negotiable, and every vehicle, not just the big rigs, should be equipped accordingly.
Q: What do you enjoy most about working in fleet management? What keeps you motivated day-to-day?
Fleet management is never dull. It’s a whirlwind of problem-solving, shifting regulations, and technological advances. Just when you think you’ve solved a challenge, it comes back with a new twist. And that’s the beauty of it, adapting, improving, and keeping things moving forward.
Q: What’s the biggest challenge in fleet management today, and how are you addressing it?
The biggest hurdle? Data overload. Every organization struggles with making sense of the flood of fleet data, and telematics only adds to the mix. The real magic happens when fleets turn this data into actionable insights because numbers mean nothing if they don’t drive real-world results.
With AI-driven analytics and the right systems in place, the opportunity to enhance safety, efficiency, and cost savings is enormous. Fleet managers who master data management will lead the pack.
Q: How has the fleet industry evolved, and what trends do you see shaping its future?
Fleet management has been around the block, but the industry is evolving faster than ever. From data integrity issues to the rise of AI-powered decision-making, the game is changing. The key is staying ahead and understanding the trends and how to make them work for your fleet.
At the same time, driver expectations around technology are shifting rapidly. Advanced Driver Assistance Systems (ADAS), real-time alerts, and automation are changing how drivers interact with their vehicles. The challenge lies in balancing technological advancements with ease of use and practicality. Drivers want technology that enhances safety and efficiency without being intrusive. Meeting these expectations while ensuring compliance and cost-effectiveness remains a key focus for fleet managers.
Q: What advice would you give to others in fleet management?
Network. Talk. Share. Collaborate. And most importantly, have fun! Fleet is a knowledge-driven field, yet so much expertise is lost as people retire or transition to other industries. Succession planning isn’t just a nice-to-have; it’s critical, especially for small and mid-sized companies. Fleet and the people who run it are indispensable to business success.
Q: What’s your vision for the future of fleet management?
AI is coming, and fleet managers need to be ready. The future belongs to those who can ask the right questions, the "Fleet Prompt Engineers" of tomorrow. The ability to harness AI-driven insights will separate the good from the great.
Q: Outside of fleet management, what’s an accomplishment you’re especially proud of?
Beyond fleet, life is all about good company, great music, and a bit of craic (as we say in Ireland). Music is my go-to escape, whether it's Beatles classics, Clapton’s blues, or even a little Miley Cyrus for variety. Entertainment keeps things interesting, from a well-crafted film to a lively pub conversation.
Q: If you could have lunch with any historical or modern figure, who would it be and why?
Gandhi or Brené Brown for their philosophies, but also polymaths like Ben Franklin, Teddy Roosevelt, and Marie Curie. They mastered not just their professions but the art of balance, blending ingenuity, wit, fun, family, and friendships. That’s the kind of life worth striving for every day.
Share YOUR Fleet Journey
David’s story is just one of many that make up the diverse world of fleet management. The Fleet Journey series highlights the challenges, innovations, and lessons that shape our industry because every fleet professional has a story worth telling. We learn from one another by sharing these journeys, sparking new ideas, and strengthening the fleet community.
Do you have a unique fleet journey to share? We want to hear from you!
Fill out our brief questionnaire for a chance to be featured in “The Fleet Journey” series on Work Truck. Together, we can inspire, connect, and help move the fleet industry forward. Let’s share our stories and keep the journey going!
More Operations

Work Truck Seeks Fleet and Industry Insights on 2026 Trends and 2027 Forecasts
Work Truck is seeking insights from fleet leaders and industry partners on the trends that shaped 2026 and what commercial fleets should prepare for in 2027. Participate today!
Read More →
30 Years in Fleet and Still Learning: Lessons Beyond Trucks
After more than three decades in fleet, Bob Adamsky has learned that knowing trucks is only part of the job. The bigger lessons come down to communication, understanding, and never assuming you know it all.
Read More →What Every New Fleet Manager Should Know
Carolyn Edwards shares lessons on finding mentors, showing fleet’s value, and leading teams in this episode of Legends of Fleet.
Read More →From Our Partners
Basic Tracking vs Next Generation Fleet Technology
Sponsored by AT&T Business

5 Facts Every Fleet Manager Should Know About Embedded Telematics
Sponsored by Stellantis/Mobilisights

How AI Video Telematics Boosts Driver Safety and Helps to Avoid Unnecessary Costs
Sponsored by Verizon Connect

Charting the 8 Bottom-Line Benefits of Workforce Optimization
Sponsored by Verizon Connect


Les Schwab Tires Launches Foundation With $100,000 for Community Recovery
Les Schwab Tires launches a foundation with $100,000 to support recovery for Silver Rail Elementary and the Bend community following a school shooting.
Read More →
Bring Some Fleet to Your Halloween with Our Pumpkin Carving Templates
Download Work Truck’s truck-themed pumpkin patterns, explore more automotive designs, and give your shop or front porch a seasonal upgrade.
Read More →
How Cardless Fuel Payments Benefit Commercial Fleets
Is it time for fleets to move beyond plastic fuel cards? David Abraham of WEX explains how cardless fuel payments can help reduce fraud, simplify driver transactions, and improve efficiency by allowing drivers to pay for fuel using their smartphones.
Read More →
Good Fleet Leadership Starts With the People You Already Have
From developing future leaders to listening to employees, discover how better leadership can help work truck fleets retain talent and build stronger teams.
Read More →
ATRI Names Next President and CEO
Page Siplon, a longtime transportation and logistics industry executive, has been chosen as the next president and CEO of the American Transportation Research Institute (ATRI).
Read More →
Coltrain Onsite Fleet Care Sponsors 2026 Cure Bowl to Support Cancer Research
The mobile fleet maintenance provider is supporting the annual college football bowl game, which has helped raise $6.83 million for cancer research since 2015.
Read More →
Racing Lessons, Electric Fleet Growth, and Ghostbusters Lead This Week's Work Truck News
Racing lessons for fleets, Republic Services' electric truck expansion, 40 years of fleet wisdom, truck trivia, autonomous yard trucks, and more headline this week's Truck Chat Cheat Sheet.
Read More →
