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

Tina Kourakos, retired fleet leader and former Subaru national commercial fleet sales manager, featured in a Fleet Legend profile.
Operations•by Lauren Fletcher•October 13, 2026

How to Build a Lasting Fleet Career by Staying Curious and Connected

Tina Kourakos never planned on a career in fleet. More than 30 years later, she says curiosity, strong relationships, and a willingness to keep learning helped turn an unexpected assignment into a career spanning fleet management and OEM leadership.

Read More →
Retro-style Truck Trivia Challenge thumbnail featuring a red semi-truck and vintage orange pickup truck against an orange and yellow sunburst background. Large text reads “Trivia Challenge” and “Truck Edition,” with Heavy Duty Trucking Exchange (HDTX) and Work Truck Exchange (WTX) logos at the bottom.
Operations•by Lauren Fletcher•October 9, 2026

Think You Know Trucks? Take Our 19-Question Fleet Trivia Challenge

From chicken lights to diesel engines and trucking history, test your knowledge with 19 questions from the 2026 Work Truck Exchange and Heavy Duty Trucking Exchange.

Read More →
Shades of Fleet video thumbnail featuring Lauren Fletcher beside the text “The People Behind the Process, Keeping Fleets Moving,” with fleet vehicles and logistics imagery in the background.
Operations•by Lauren Fletcher•October 7, 2026

Where’s My Truck: Inside the Fleet Logistics Work Nobody Sees

Shades of Fleet video thumbnail featuring Lauren Fletcher beside the text “The People Behind the Process, Keeping Fleets Moving,” with fleet vehicles and logistics imagery in the background.

Read More →
Ad Loading...
Work Truck graphic calling for industry insights on 2026 trends and 2027 forecasts.
Operations•by Lauren Fletcher•October 7, 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 →
Work Truck graphic illustrating cargo theft, showing a worker loading a trailer while a hooded figure uses a laptop near digital tracking screens and an unlocked padlock symbol.
Operations•October 6, 2026

It's 10 p.m... Do You Know Who Has Access to Your Fleet?

Preventing cargo theft requires investment in technology, operational processes, and employee training. In an industry with tight margins, it can be difficult to justify investments whose value is measured by incidents that might never occur.

Read More →
Illustrated map showing a blue circular geofence boundary around a defined geographic area.
Technology & AI•by Staff•October 6, 2026

GeoFencing Adds to Your Truck Security Arsenal

Geofencing is a familiar fleet tool today, but its early adoption marked a major shift in vehicle tracking, route monitoring, and the debate over employee privacy.

Read More →
Ad Loading...
Work Truck Weekly Truck Chat Cheat Sheet thumbnail featuring Lauren Fletcher with callout text highlighting strike rumors, GM engines, and the real cost of idling.
Operations•by Lauren Fletcher•October 5, 2026

Truckers’ Strike Rumors, New GM Engines, and Hidden Idling Costs Lead This Week’s News

Truckers’ strike rumors, GM’s new 2027 engines, hidden idling costs, racing lessons, IRP rules, and more headline this week’s Truck Chat Weekly Cheat Sheet.

Read More →
Shades of Fleet Culture of Care graphic featuring speech bubbles and a Call for Voices invitation against an industrial fleet setting.
Operations•by Lauren Fletcher•October 2, 2026

Shades of Fleet Wants to Hear From You About Building a Culture of Care

Fleet leaders, we want to hear from you. Share how empathy, trust, and creating space for people can strengthen your team, improve performance, and support retention.

Read More →
Isaac Johnson in a black-and-white firesuit smiles at the track at sunset with tents, equipment, and another person blurred in the background.
Operations•by Lauren Fletcher•October 1, 2026

What Racing Can Teach Work Truck Fleets About the Work Nobody Sees

Race car driver and mechanical engineer Isaac Johnson shares practical lessons on preparation, relationships, setbacks, and building teams that perform when it counts.

Read More →
Ad Loading...
Lauren Fletcher appears beside the headline “What Your Truck Isn’t Telling You.” Below are the topics Fleet Guides, Hidden Wear, Driver Fit, and IRP Rules. Truck Chat and Work Truck branding and a Chevron sponsorship logo appear on the black-and-blue thumbnail.
Sponsored•by Lauren Fletcher•September 30, 2026

New Fleet Guides, Hidden Truck Wear, and Driver Fit Lead This Month

Our latest Truck Chat recap covers new Fleet Guides, hidden idling costs, driver fit, lighter-truck registration rules, and year-round technician appreciation.

Read More →