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.

Ad Loading...

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

Work Truck graphic calling for industry insights on 2026 trends and 2027 forecasts.
Operations•by Lauren Fletcher•October 29, 2026

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 →
Bob Adamsky, director of fleet management at Arrow International, speaks into a microphone during a panel discussion at Work Truck Exchange, alongside fellow fleet industry professionals.
Operations•by Lauren Fletcher•October 29, 2026

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 →
Black-and-white portrait of Carolyn Edwards on a Legends of Fleet video thumbnail, presented by Work Truck and sponsored by Legend.
Sponsored•by Lauren Fletcher•October 29, 2026

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 →
Ad Loading...
Flowers, balloons, stuffed animals, and glowing candles surround the Silver Rail Elementary School sign at a memorial in Bend, Oregon.
Operations•by Staff and News Reports•October 27, 2026

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 →
Side-by-side photos show pumpkin seeds being scooped out with a wooden spoon and a person carving a jack-o’-lantern with triangular eyes and a jagged smile.
Operations•by Lauren Fletcher•October 26, 2026

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 →
Work Truck Trucks, Tips & Tours YouTube thumbnail featuring a WEX representative discussing the future of fleet fuel payments, with a WEX-branded backdrop, bold yellow and white headline, and Truck Chat Watch Now button.
Operations•by Wayne Parham•October 23, 2026

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 →
Ad Loading...
Three overlapping sticky notes in Work Truck brand colors reading “Listen,” “Think,” and “Speak” sit on a worn automotive workbench surrounded by tools and hardware.
Operations•by Lauren Fletcher•October 23, 2026

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 →
Work Truck leadership update graphic featuring Page Siplon, president and CEO of the American Transportation Research Institute (ATRI), with his portrait against a blue gradient background and the Work Truck logo.
Operations•by News/Media Release•October 21, 2026

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 →
Promotional graphic for Coltrain Onsite Fleet Care's sponsorship of the 2026 StaffDNA Cure Bowl, featuring two branded Ford service trucks, the Cure Bowl logo, and the message "Defend the Road. Defend the Cure" against a black, yellow, and pink background.
Operations•by Staff and News Reports•October 20, 2026

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 →
Ad Loading...
alt image text for accessibility Work Truck Weekly Cheat Sheet thumbnail featuring Lauren Fletcher, race car driver Isaac Johnson, a blue Republic Services electric refuse truck, and a Ghostbusters-themed Rivian SUV. Text highlights racing lessons, EV fleet growth, and Ghostbusters fun.
Operations•by Lauren Fletcher•October 19, 2026

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 →