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WIT celebrates finalists for 2025 Influential Woman in Trucking Award

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WIT celebrates finalists for 2025 Influential Woman in Trucking Award
Women In Trucking (WIT) is announcing the 2025 Influential Woman in Trucking Award finalists. (Photo courtesy WIT)

ARLINGTON, Va. —The Women In Trucking Association (WIT) is announcing the four finalists for the 2025 Influential Woman in Trucking Award.

Established in 2010, the award honors outstanding female leaders who are shaping the future of trucking and inspiring others through innovation, leadership and a commitment to advancing women in the industry. This year’s award is sponsored by TrueBlue’s Centerline Drivers.

“This year’s finalists represent a range of leadership roles across the industry who have made a measurable impact on their organizations and communities,” WIT said.

2025 Influential Woman in Trucking Finalists
Cindy Ellers

Ellers serves as chief customer officer at Fleetworthy, where she leads customer strategy, experience and growth initiatives for the company’s expanding fleet compliance, safety and toll management solutions. Since joining Fleetworthy in 2021, she has guided the organization through a period of record growth, integrating multiple acquisitions and strengthening its customer-first philosophy, according to a WIT press release.

With more than 15 years of leadership in scaling customer-centric programs, Ellers has built and led high-performing teams focused on operational excellence and measurable business outcomes. She previously held leadership roles at RDC, later acquired by Moody’s Corp., where she helped deliver technology-enabled compliance solutions to global financial institutions.

A champion for inclusive leadership, Ellers launched Fleetworthy’s Diversity, Equity and Inclusion committee, creating forums for professional growth and visibility. She also spearheaded internal Women in Leadership panels, equipping rising leaders with tools to advance their careers in male-populated industries. Known for her strategic vision and empathetic leadership, Ellers mentors women within and beyond her company, helping them navigate and succeed in transportation and logistics.

Dee Dee Cox

Cox has 30 years of experience in human resources and organizational development. She has worked in a variety of industries, including textiles, flooring and transportation, both in the U.S. and abroad. As vice president of human resources development at OD, she oversees talent acquisition, employee relations, leadership development and engagement strategies that have helped shape a strong, people-focused workplace culture, according to WIT.

Cox has been a driving force behind OD’s leadership and workforce development initiatives. She launched and expanded the Management Trainee Program, Supervisor Development Program, Apprentice Programs and internships designed to create clear career pathways — particularly for women and historically underrepresented groups in transportation. These programs have achieved steadily improving retention rates and increased female representation across the company.

Under her leadership, the HR team has grown from one employee to nearly 40 nationwide. Cox also developed a comprehensive leadership curriculum that integrates OD’s vision, core values, and family culture into every level of training. Her strategic approach and commitment to inclusion have made her a respected industry leader dedicated to empowering people and opening doors for the next generation of women in trucking.

Katerina Jones

Jones is an executive with more than 20 years of client-centric, data-driven, and integrated marketing experience. She plays a direct role in onboarding new clients, including Top Private and For-Hire 100 Fleets. Jones is credited with building Fleet Advantage into a billion-dollar brand through consistent educational messaging that gives the business a leading voice in the industry. As a Fleet Advantage senior leadership member, she provides counsel on critical business matters, including operations, business strategy, human resources, internal processes, diversity, company culture and community and industry relations.

She also serves as safety liaison, reflecting her active leadership in conducting safety demonstrations and educating organizations with transportation fleets on advanced safety features.

Jones is seen as a leader and mentor for other women in the industry and has won several awards, including being named a Top Woman to Watch in Transportation by WIT and a Top Female Professional by the Supply Chain & Demand Chain Executive. In addition to her wealth of industry expertise, Jones is also involved in several charitable organizations, industry-related council positions, and committees.

Leah Shaver

Shaver is president and CEO of NTI, where she leads the organization’s efforts to turn compensation and human resources data into powerful benchmarking tools that drive recruiting and retention success for trucking’s most vital assets: professional drivers and diesel technicians. With nearly 25 years of industry experience, Shaver has partnered with hundreds of motor carriers and private fleets to shape strategies around driver compensation structures, career paths, workforce development, and recruiting and retention programs. Her work also focuses on building pathways to attract more women and younger generations to trucking and strengthening the industry’s pipeline from pre-hire to retirement.

Shaver previously served three terms on the Women In Trucking Association’s Board of Directors, is an active board member for the Next Generation in Trucking Association and serves on multiple fleet capacity boards.

As a longtime host on SiriusXM’s Road Dog Trucking Radio, Shaver connects directly with drivers on topics most important to them. She is recognized across the industry as a leading voice on driver engagement, helping companies create data-driven programs that fortify today’s workforce needs and position trucking as a first-choice career for the future.

The award finalists will participate in a panel discussion at the WIT Accelerate! Conference & Expo taking place Nov. 9-12, in Dallas, Texas, followed by the winner announcement.

To read the inspiring story of last year’s winner, click here.

Dana Guthrie

Dana Guthrie is an award-winning journalist who has been featured in multiple newspapers, books and magazines across the globe. She is currently based in the Atlanta, Georgia, area.

Avatar for Dana Guthrie
Dana Guthrie is an award-winning journalist who has been featured in multiple newspapers, books and magazines across the globe. She is currently based in the Atlanta, Georgia, area.
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