Women in Fleet: Sherry Calkins of Geotab
With a passion for data and safety, Calkins has seen the fleet industry evolve as a fleet manager, then provider, and loves it all.

Sherry Calkins, vice president, Strategic Partners for Geotab.
The Women in Fleet profile series introduces fleet managers to some of the most influential women in fleet. Every month, we get to know another positive force in the fleet industry.
This month, we spoke with Sherry Calkins, vice president, Strategic Partners for Geotab.
Getting into Fleet
Calkins has been a member of the fleet industry for 23 years and with Geotab for the past four.
“My career began as a fleet administrator working in both government and corporate fleets, overseeing the entire fleet operations, ranging from acquisition, leasing, remarketing, maintenance facilities, fueling, alternative fuels, safety, and partnering with various vendors,” she said.
Calkins started her fleet career at Penn State University as an operations manager before she moved to Ohio University as director of transportation and parking. Intrigued with corporate fleet and international business, she branched out to take a role with Wendy’s International.
“We had five global franchise divisions at this time, where I was able to apply my fleet and operations knowledge in an international corporate fleet operation,” she explained.
A merger with another company led Calkins to the decision not to relocate with Wendy’s. She moved from the direct fleet manager role in to a sales consulting role with SaaS solutions for the fleet industry and hasn’t looked back.
“I love taking the knowledge of fleet operations and combining it with software solutions to provide actionable insights and to enhance operations. My current role at Geotab allows me to combine my knowledge and passion to truly help fleets measure and manage their operations for increased uptime and digitalize their operations,” she said.
As with many, Calkins didn’t immediately know what “fleet management” was all about but was fascinated by vehicles from an early age.
“I love the fast pace, fast evolving, data-centric industry it has become. We have been using IoT for business in the fleet and transportation industry long before anyone even knew that terminology. Data continues to innovate and move our industry forward and it’s fascinating to be at Geotab where I can continue to bring that passion to life,” she said.
One of Calkins’ top success stories connects to safety.
“When I think in terms of the impact to others, I would have to say it was implementing a driver training program while at Ohio University that ultimately reduced the number of crashes and I am sure potentially saved lives. We used to hand over keys to 15 passenger vans to 18-year-old students just entering college with no training and no experience,” she said.
Advice from Calkins? Don’t sit around. “Get involved in the various associations in our industry. There is so much value to be gained in networking and collaboration with our colleagues, you will continue to learn, evolve and grow in the industry through connections. Many of us start in the fleet industry with little knowledge, and I have found networking with other fleet professionals has been the best way to stay on top of the latest technologies and strategies,” she advised.
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 Calkins’ favorites:
Book: “Pride and Prejudice — it’s simply a classic,” she said.
Movie: “Forrest Gump just hits every emotion,” Calkins said.
Songs: “Don’t Stop Believing by Journey gets my blood pumping every time,” she said.
You May Not Know: “I live on a hobby farm in South East Ohio, where we have been renovating and refurbishing an 1800s farm house,” Calkins shared.
More Operations

Your Local Dealer Knows More Than You Think
Your local dealer can provide an information advantage that extends well beyond courtesy deliveries.
Read More →
Fleet Meets: Austin Schutte
Here are some industry insights, personal touches, and words of advice from the CEO and Founder of Anew Solutions.
Read More →Soap Box Derby Challenge: What’s Powering Team Brown
The car is coming together, the students are solving real build problems, and the fleet industry is helping push Team Brown toward the starting line.
Read More →
Commercial Fleet Sales Contribute To June, YTD Gains
The fleet sector has boosted its vehicle purchases at a reliable pace in the first half of this year compared with 1H 2025.
Read More →What Fleet Managers Really Want From Vendors
From customer service frustrations and technology breakdowns to RFQs, change management, and the growing impact of turnover across the industry, this conversation pulls back the curtain on the real operational challenges fleet managers are navigating every day.
Read More →Fleet Safety Masterclass: Industry Leaders on Storytelling, Strategy & Innovation
In this special masterclass episode, industry leaders break down what it really takes to build safer fleets in today’s increasingly distracted and data-driven world.
Read More →Integrating Legacy Fleet Systems and Historical Data
In this episode, we bring together fleet and technology leaders to unpack the realities of data integration, system migrations, and the evolving role of AI in fleet management.
Read More →From Resistance to Results: Change Management Strategies for Fleets
From new technologies and safety programs to evolving regulations, fleets are under constant pressure to adapt. But as Dr. Betz explains, success isn’t about the system you implement—it’s about whether your people actually use it.
Read More →Where We're Headed: A Practical Look at AI in Fleet
Discover how AI is actually being deployed in fleets, not just marketed, including practical use cases and emerging risks.
Read More →
How Coca-Cola United Protects Its Fleet from Growing Legal Risk
Growing legal exposure can put fleets at risk. Here's one company's approach.
Read More →

