Fleetio, a leading fleet maintenance and optimization platform, has appointed Leslie Henthorn as its first Chief Marketing Officer (CMO), marking a pivotal moment in the company’s growth strategy. The move comes as Fleetio accelerates its enterprise presence and expands its impact in heavy equipment and multi-location fleet management.
Henthorn brings more than 20 years of high-tech marketing experience, having held leadership roles at industry-defining companies such as Ironclad and Twilio. Her expertise in building strong brands and scaling revenue engines positions Fleetio to deepen its market influence and deliver greater value to fleet professionals.
The appointment coincides with Fleetio’s nationally recognized growth trajectory. The company ranked 295th on Deloitte’s Technology Fast 500 and 28th on The Software Report’s Top 50 Software Companies of 2025, reflecting its rapid momentum and commitment to innovation.
Fleetio’s evolution has been fueled by strategic moves like the acquisition of Auto Integrate earlier this year, which expanded its connected maintenance dataset to support more than nine million vehicles annually and over 8,000 customers worldwide. This foundation enables Fleetio to transition from a system of record to an intelligent operations platform that surfaces actionable insights, recommends next steps, and automates routine decisions.
Recent innovations such as Smart Uploads and intelligent repair order assessments streamline workflows and reduce administrative burden, helping fleet teams save time and minimize downtime.
“Leslie is the ideal leader to take our marketing organization to the next level,” stated Jon Meachin, Chief Executive Officer of Fleetio. “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.”
Before joining Fleetio, Henthorn drove significant growth at Ironclad, more than doubling the inbound new business pipeline and positioning the company as a leader in AI-driven contract lifecycle management. At Twilio, she aligned global marketing initiatives, transformed its annual conference into a premier industry event with 40,000+ attendees, and helped evolve the go-to-market strategy toward enterprise expansion.
“Fleetio has a powerful product, a passionate customer community, and a team deeply committed to growth,” said Henthorn. “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.”
Fleetio has a network of 110,000 repair shops across 100+ countries. Its platform equips fleet professionals with tools to extend asset life, reduce downtime, and deliver measurable results. For more information, visit www.fleetio.com.