Fleetio appoints chief marketing officer to accelerate growth

Fleetio, a Birmingham, Alabama-based fleet maintenance and optimization platform, has appointed Leslie Henthorn as its first chief marketing officer (CMO) to increase the company’s enterprise presence and impact in heavy equipment and fleet management. 

Henthorn brings more than two decades of marketing leadership experience to the company with a track record of building brands and revenue engines at companies like Ironclad and Twilio.  

The company says adding Henthorn to its executive leadership team aligns with its growth. Fleetio recently was ranked as the 295th fastest growing company in North America on the 2025 Deloitte Technology Fast 500 list and placed 28th on The Software Report's Top 50 Software Companies of 2025.

Fleetio says these recognitions reflect the company’s momentum, driven by delivering practical, innovative solutions that lead to better decisions, stronger performance and measurable results in the field. 

With the acquisition of Auto Integrate earlier this year, Fleetio now operates a connected maintenance dataset, which powers more than 9 million vehicles annually and supports more than 8,000 customers worldwide.  

The company’s recent innovations, including features such as Smart Uploads and intelligent repair order assessments, streamline data entry and expedite critical workflows. Fleetio says it remains focused on eliminating busy work and empowering customers to make fast, confident decisions.

Henthorn will guide these efforts into the company's next era. Fleetio says she brings a builder's mindset and a human-centered leadership style that prioritizes empathy, resilience and alignment to drive transformation.  

“Leslie is the ideal leader to take our marketing organization to the next level,” Fleetio CEO Jon Meachin says. “Her ability to scale world-class teams and deliver real results speaks for itself. As Fleetio steps into its next chapter of scaling our impact and shaping the future of fleet, we’re excited to have Leslie accelerating that momentum.” 

Prior to joining Fleetio, the company says Henthorn more than doubled Ironclad's inbound new business pipeline, scaled the marketing team to focus on the upmarket and positioned the company as a leading artificial intelligence-driven contract lifestyle management platform.

At Twilio, she aligned global marketing initiatives, championed community-driven engagement and transformed the company's annual conference into a premier industry event with more than 40,000 attendees.

“Fleetio has a powerful product, a passionate customer community, and a team deeply committed to growth," Henthorn says. "What drew me here was the rare combination of product strength, culture, customer obsession and market momentum.

"Marketing is about creating clarity, connection and trust, and I’m honored to help bring in a new energy and experience to ensure the market understands Fleetio’s vision to innovate and scale.”