Work Truck Logo
MenuMENU
SearchSEARCH

Women in Fleet: Meet Merchants Holland

Holland aims to revolutionize the way we optimize the use of fleet vehicle assets and is a driven role model for future generations.

April 25, 2018
4 min to read


Photo: Merchants Fleet Management

The Women in Fleet Profile series introduces fleet managers to some of the most influential women in fleet. Every month, we will get to know another positive force in fleet.

This month, we spoke with Diana Holland, director of sales, northeast for Merchants Fleet Management.

Ad Loading...

Getting into Fleet

Holland has worked for Merchants for the past 20 years. She is currently responsible for a team of sales representatives in the northeast and key vertical markets in the fleet management space.

“I’ve held numerous roles within fleet during my tenure. I started in entry-level administration and customer support roles. I then advanced to management in marketing and sales administration and subsequently to leadership roles in product development and sales,” Holland explained.

Holland’s attraction to fleet can be attributed to a program that she participated in during her younger years.

“I interned at several organizations through ‘Women in Technology’ designed to encourage young women to explore careers in engineering and technology fields. Through the program, I had the good fortune of participating in a roundtable discussion with President Clinton, where I vowed to become a strong, successful woman in a male-dominated field. Through my college years, I found that my core skills were better aligned with marketing and sales rather than engineering, so I pursued my education in that field, but sought out an industry that would allow me to stay closely connected with technology. Fleet was a natural fit,” Holland said.

Holland takes great pride in her contributions to Merchants, which helped transform the company from a regional lessor to a nationally recognized fleet management company.

Ad Loading...

“A good part of my career was spent listening to customers responsible for fleet, what works well for them and what doesn’t. I took that feedback and launched the product offerings we have today. Standing those products up allowed me to contribute to our clients’ needs by improving some of the traditional offerings in the fleet management space,” she said.

Holland’s work also introduced her to many industry partnerships, which served as a launch pad to participate in industry functions including NAFA local chapters, Automotive Fleet & Leasing Association (AFLA), the Women in Fleet Management (WIFM) task force, and more.

Holland stays motivated to succeed through competition and being a role model.

“A core value of mine is to make it count in whatever it is that I commit to. Drive plays a huge role in what gets me moving in the morning. And, lots of coffee. Competition is also a great motivator. I’m not afraid to roll up my sleeves and work hard. I don’t want to just fill a need in fleet, I want to revolutionize the way we optimize the use of vehicle assets. I believe it is important to be a role model for the generation entering the workforce today. The best way to accomplish that is to lead by example,” she said.

Holland advises others in the fleet industry to look for a mentor; maybe even more than one. “Your mentor can be someone you admire and aspire to be like or neither of those things. A mentor needs to be someone you are comfortable hearing uncomfortable things about yourself from. Rely on them for help with the things that challenge you the most and that keep you up at night,” Holland advised.

Ad Loading...

Get to Know Me

Experience is only part of our story and what someone likes to read, watch, and listen to can help paint a fuller picture of their personality. Here are some of Holland’s favorites:

  • Book: “'Outliers' by Malcolm Gladwell. I love that this book profiles so many highly successful people and connects the common traits among them. There’s something to be learned from the extreme self-discipline that these individuals exhibit,” Holland said.

  • Movie: “My favorite movie would be 'Rocky II'. It’s a story about perseverance. And it’s a classic!” she said.

  • You May Not Know: “Most people already know I’m a die-hard Boston Bruins fan. But, many do not know that each year, my sisters (I am one of six girls) and I bake holiday cookies. It is a two-day event for us. In our record high year, we baked 2,000 cookies!” she said.

Originally posted on Automotive Fleet

Subscribe to Our Newsletter

More Operations

Ford Pro logo over a trade show booth displaying Ford commercial trucks on large digital screens, illustrating the company's commercial vehicle and fleet services showcased at an industry event.
Operationsby News/Media ReleaseJuly 10, 2026

Ford Pro Integrates Fleet Security into Every Subscription at No Cost

Ford Pro Telematics has natively integrated Vehicle Security directly into its standard subscription. It is now available globally to customers with an active Ford Pro Telematics subscription.

Read More →
Work Truck Readers Respond graphic with a businessman looking down beside a torn green paper reveal that reads, “The Confidence Business?”
Operationsby Lauren FletcherJuly 10, 2026

Fleet Is in the Confidence Business: Work Truck Readers Respond

Reliability matters. But one retired fleet manager says fleet’s real business is something much bigger. Do you agree?

Read More →
Promotional graphic for a Work Truck Truck Chat video about cargo theft trends. An open box truck contains a pallet of boxed freight beside bold text asking, “Which Holidays See the Most Cargo Theft?” with a “Watch Now” callout.
Operationsby Wayne ParhamJuly 9, 2026

Which Holidays Have the Highest Cargo Theft Rates?

Not all holidays carry the same cargo theft risk. Learn which holiday periods see the highest freight theft activity and why carriers, brokers, and fleets should pay extra attention during these high-risk times.

Read More →
Ad Loading...
Square podcast cover for Legends of Fleet featuring a professional portrait of fleet industry leader Jeffrey Hurrell on a black and gold background. The cover includes the title "Legends of Fleet," sponsor and Work Truck logos, a play button icon, and text identifying the episode as a spotlight interview about leadership, institutional knowledge, and lasting lessons from a career in fleet management.
OperationsJuly 9, 2026

Stronger Fleet Policies with Jeffrey Hurrell

Jeffrey Hurrell shares leadership lessons, fleet strategy, innovation, and technology insights in this Fleet Legends interview from Work Truck.

Read More →
MODE Global and Overhaul logos displayed over a warehouse scene with stacked shipping boxes and a loaded trailer, illustrating a logistics technology partnership focused on freight visibility and supply chain operations.
Operationsby News/Media ReleaseJuly 8, 2026

MODE Global Partners with Overhaul for Real-Time Cargo Theft Detection

A proactive partnership between MODE Global and Overhaul has led to the full recovery of a stolen shipment valued at $500,000. The partnership with Overhaul adds a layer of proactive security to MODE’s network of more than 100,000 carriers.

Read More →
Graphic for Work Truck's TruckChat Shades of Fleet series titled "Next Up in Fleet." A commercial truck drives toward a futuristic city skyline with digital technology icons, connected vehicle imagery, and blue light trails representing innovation and the future of fleet.
Operationsby Lauren FletcherJuly 8, 2026

Shades of Fleet Call for Voices: Next Up in Fleet (Closes Soon!)

Apprentices, interns, young professionals, and rising leaders: share your voice in our "Next Up in Fleet" episode of our Shades of Fleet video series!

Read More →
Ad Loading...
Promotional graphic for the 2026 Fleet Forward Conference featuring event photos, “Registration Open” message, and event details: October 20–22, 2026, National Harbor, Maryland, with website fleetforwardconference.com.
Operationsby StaffJuly 7, 2026

Fleet Forward Conference Brings Commercial Vehicle Safety, AI & Tech into Focus

Registration is now open for the 2026 Fleet Forward Conference, where IIHS President David Harkey will discuss the organization's expanding commercial vehicle safety research alongside education on AI, regulation, and fleet technology.

Read More →
fleetio coast pay cost
SponsoredJuly 1, 2026

Fleet Managers Think They Understand Their Costs. The Data Says Otherwise.

Most fleet managers say they have a strong handle on their costs, but new research from Bobit Business Media tells a different story. A 2026 survey of 190 fleet professionals reveals a widespread "confidence gap" where fragmented systems, disconnected data, and delayed reporting are leaving major blind spots hidden beneath the surface. Find out what the data actually shows.

Read More →
Promotional graphic for a Work Truck Truck Chat Video episode about cargo security. Stacks of shipping boxes and an open cargo container fill a warehouse scene beside bold text: “Reduce Holiday Cargo Theft Risk” and “What Fleets Need to Know.”
Operationsby Wayne ParhamJuly 1, 2026

Extra Steps Fleets Should Take to Prevent Holiday Cargo Theft

Holiday shipping periods can create opportunities for cargo thieves and freight fraudsters. Learn the extra steps brokers, carriers, and fleets should take to protect loads and maintain security standards.

Read More →
Ad Loading...
Square podcast cover for Legends of Fleet featuring a professional portrait of fleet industry leader Ruth Alfson on a black and gold background. The cover includes the title "Legends of Fleet," sponsor and Work Truck logos, a microphone icon, and text identifying the episode as a spotlight interview focused on leadership lessons and decades of fleet experience.
OperationsJuly 1, 2026

Building Better Fleets with Ruth Alfson

Fleet leader Ruth Alfson shares career lessons on leadership, mentorship, technology, and building strong teams in this Fleet Legends interview.

Read More →