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

Shades of Fleet Veterans in Fleet graphic with American flags and Work Truck branding highlighting military veterans’ impact on fleet leadership and operations
Operationsby Lauren FletcherMay 19, 2026

Call for Voices: Inviting Veterans in Fleet to Share Their Stories

Veterans in fleet, it's your turn! share how military experience shapes leadership, discipline, and real-world decision-making across today’s operations.

Read More →
Lauren Fletcher poses beside a bold “Truck Chat Weekly Cheat Sheet” graphic featuring this week’s topics: reliability, rising fleet salaries, and right-sized engines against a moving truck background.
Operationsby Lauren FletcherMay 18, 2026

Fleet Reliability, Rising Salaries, and Right-Sized Engines | Weekly Cheat Sheet

Fleet manager salaries, truck reliability, Cummins’ X10 engine, GM Fleet vans, diesel trends, and more in this week’s Truck Chat recap.

Read More →
Podcast thumbnail for The Chatty Chassis with Lauren Fletcher featuring the headline “Fleet Doesn’t Really Retire. It Rewires.” alongside a desk scene with a coffee mug reading “Not Retired. Rewired.”, fleet truck photos, and a notebook listing experience, perspective, purpose, and staying in the game.
OperationsMay 13, 2026

Fleet Doesn’t Really Retire: It Rewires.

Fleet professionals don’t really retire. They rewire. A look at why fleet experience, mentorship, and purpose never fully leave the industry.

Read More →
Ad Loading...
Cover of a whitepaper titled “The Hidden Costs of Departmentally Assigned Vehicles on Your Fleet” featuring a black fleet vehicle driving on a road at sunset. Subheadline reads: “Discover how your fleet can reduce costs and minimize risk by implementing vehicle sharing.” The document focuses on fleet optimization, vehicle sharing, cost reduction, utilization tracking, and risk management for fleet operations.
SponsoredMay 13, 2026

Why Fleet Managers Are Replacing Departmental Vehicles with Shared Motor Pools

Departmentally assigned vehicles often create hidden costs through underutilization, poor visibility, and increased administrative burden. This white paper explores how shared motor pool strategies help fleets reduce costs, improve accountability, and optimize vehicle utilization.

Read More →
Lessons that last with Carl Nelson on a historical backround
Operationsby Lauren FletcherMay 12, 2026

What One 40-Year Fleet Career Can Teach You Today

What can a 40-year fleet career teach you today Learn practical lessons on leadership, drivers, and decision-making from Carl Nelson’s experience

Read More →
Lauren Fletcher poses beside a bold “Truck Chat Weekly Cheat Sheet” graphic featuring headlines about AI, technician insights, and fleet industry changes against a moving truck background.
Operationsby Lauren FletcherMay 11, 2026

Why Human Storytelling Still Wins, Plus AI and Fleet Shifts | Weekly Cheat Sheet

AI in fleet, technician realities, diesel trends, GM Fleet vans, and the end of the International CV Series in this week’s Truck Chat recap.

Read More →
Ad Loading...
Graphic for a Work Truck feature article titled “Everyone Thinks They’re a Fleet Manager.” The image shows bold white and red typography beside a notebook labeled “Fleet Reality” with checklist items including control costs, reduce downtime, manage risk, and keep people moving, surrounded by charts, a calculator, and office workspace materials.
Operationsby Lauren FletcherMay 8, 2026

Everyone Thinks They’re a Fleet Manager

From oil changes to procurement decisions, fleet work is often underestimated by the very people who depend on it most. Bob Stanton makes the case for why communication, not just technical expertise, is one of the most important leadership skills in fleet.

Read More →
Graphic announcing a Daimler Truck North America leadership update featuring President and CEO John O’Leary smiling with arms crossed against a blue background, alongside Work Truck branding and title text.
OperationsMay 8, 2026

Daimler Truck Extends O’Leary’s Leadership of DTNA Through 2028

Daimler Truck Holding AG has reappointed John O’Leary to lead DTNA as president and CEO through the end of 2028. He first assumed the role in 2021.

Read More →
Fleet manager overlooking a lot of work trucks at sunrise, representing rising pay and growing demand for fleet leadership roles.
Operationsby Lauren FletcherMay 7, 2026

Fleet Manager Salaries Continue to Rise as Responsibilities Expand

Fleet manager salaries are rising as roles expand. See 2026 trends in pay, experience, fleet size, and regional differences across U.S. operations.

Read More →
Ad Loading...
Square blue graphic with Shades of Fleet, Women's Voices, Women Driving Change from Work Truck and Truck Chat
OperationsMay 6, 2026

What Real Support in Fleet Actually Looks Like for Women | Shades of Fleet

This conversation digs into some real and necessary questions, including the old-school mindsets that still show up in fleet and explores the changes happening now.

Read More →