Recognition marks third consecutive year the esteemed award program has honored Sullivan as an industry leader
MEDFORD, Mass. – December 16, 2025 - Agero, the leading white-label provider of digital driver assistance services and software for the majority of automotive and auto insurance companies, has announced that Robert Sullivan, Chief Information Security Officer and Vice President of Technology Shared Services, was named a 2025 National ORBIE® Award winner. Sullivan was one of ten executives who received a national award, which was presented by Inspire Leadership Network, winning in the CISO Large Enterprise category.
The recognition marks the third consecutive year that the ORBIE Awards program has honored Sullivan. He was a 2024 BostonCISO ORBIE Award winner and an award finalist in 2023.
“We’re incredibly proud to see Bob recognized on the national stage for his critical work as our CISO,” said Jeffrey Blecher, Chief Strategy and Digital Officer at Agero. “Every day, Bob makes differences that matter. His foresight and strategic approach in cybersecurity have strengthened our systems and the trust our automotive and insurance partners place in us. This award reflects his commitment to protecting our people, our customers, and our technology, ensuring we remain an industry leader. We’re honored to celebrate this well-deserved recognition of his leadership.”
For more than 25 years, the ORBIE Awards have recognized executives for outstanding leadership and the business value created by technology innovation and enterprise security. The program serves as the preeminent executive recognition for C-suite leaders, honoring leadership excellence, building relationships between executives and trusted business partners, and inspiring the next generation of executives. Finalists and winners are selected through an independent peer-adjudicated process led by prior ORBIE recipients based on criteria that includes leadership and management effectiveness, engagement in industry and community endeavors, and driving meaningful business value and impact.
At Agero, Sullivan leads the company’s technology shared services organization, overseeing cybersecurity, IT operations, and the delivery of reliable IT solutions. He has a proven track record of building award-winning cybersecurity programs, guiding organizations through successful cloud transformations, and developing accessible platforms that elevate the digital experience for users while driving increased efficiency.
“I’m deeply honored to receive this prestigious award, which I view more as a recognition of the exceptional work of my superstar team,” Sullivan said. “Throughout my time at Agero, I’ve had the privilege of working alongside champions and mentors whose dedication, talent, and collaboration make every success possible. I’m also truly grateful for the unwavering support of our leadership team. Together, we’re pushing the boundaries of innovation and ensuring the successful delivery of reliable, secure IT solutions that empower our employees and customers alike.”
To learn more about the 2025 BostonCISO ORBIE® Awards program and winners, visit ORBIE.org. To learn more about how Agero is leading its industry in both workplace culture and technological innovation, visit agero.com
About Agero
Wherever drivers go, we’re leading the way. Agero’s mission is to reimagine the vehicle ownership experience through a powerful combination of passionate people and data-driven technology, strengthening our clients’ relationships with their customers. As the #1 B2B, white-label provider of digital driver assistance services, we’re pushing the industry in a new direction, taking manual processes, and redefining them as digital, transparent, and connected. This includes: an industry-leading dispatch management platform powered by Swoop; configurable, white-label roadside assistance; comprehensive accident management services; and a growing marketplace of services, discounts and support enabled by a robust partner ecosystem.
The company has over 150 million vehicle coverage points in partnership with leading automobile manufacturers, insurance carriers and many others. Managing one of the largest national networks of independent service providers, Agero responds to approximately 12 million service events annually. Agero, a member company of The Cross Country Group, is headquartered in Medford, Mass., with operations throughout North America. To learn more, visit www.agero.com.
Media Contact:
Jeannine Booton, Agero
jbooton@agero.com
As Vice President of Corporate Marketing, Jeannine is responsible for driving Agero’s corporate marketing and communications strategy, working collaboratively across the business to evangelize Agero’s brand, positioning the company for short and long-term success, and generating broad awareness of Agero’s mission, products & services, and value for all stakeholders. Jeannine has a BS in Communication Studies from Northeastern University and a MA in Integrated Marketing Communications from Emerson College. In her spare time, she can be found experimenting in the kitchen, attending her son’s many soccer games, and planning her next road trip.