Senior Director, Brand Marketing - Fleetio

Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

Fleetio is moving from a well-loved product in a category we helped define to a brand that fleet operators, technicians, and executives recognize at first sight and trust on instinct. We put our name on a NASCAR race, have a car on track with 23XI Racing, and are rebuilding the company narrative.

As Senior Director of Brand, you own how Fleetio looks, sounds, and shows up — everywhere. You will lead a talented in-house team and a set of agency partners, and report directly to the CMO on a marketing leadership team being rebuilt for the next stage of growth.

What You’ll Own

• Brand system and creative: Visual identity, creative direction, and design standards across web, campaign, product surfaces, events, and sponsorship.
• Content and thought leadership: Editorial strategy and the content engine — thought leadership, long-form, owned research, and always-on content.
• Social and multimedia: Organic social and video as a real channel to keep Fleetio in the conversation between sales cycles.
• Communications and PR: Earned media strategy in partnership with our PR agency, executive visibility programs, and awards.
• Brand activation: Turning our 23XI Racing partnership and field presence into a year-round content and storytelling engine.
• Team and partners: Hiring, developing, and leading the brand and content team; owning agency relationships and creative operations.

What Success Looks Like (First Year)

• The new Fleetio narrative is live and consistent everywhere, looking and sounding unmistakably like us.
• Awareness and share of voice move measurably in our favor in the fleet management category.
• The content engine runs at a cadence demand generation and sales can actually build on.
• The NASCAR partnership produces compelling stories and content behind every race weekend.
• The brand and content team is stronger, clearer on standards, and doing the best work of their careers.

Who You Are

• 10+ years in brand leadership, including 4+ years leading and developing teams.
• Proven experience taking a B2B SaaS brand through a narrative or identity evolution and shipping it into the market.
• Exceptional editorial and visual taste with sound shipping judgment.
• Comfortable being measured on awareness, share of voice, engagement, and content-influenced pipeline.
• A genuine cross-functional partner to product marketing, demand generation, events, and customer marketing.
• Skilled agency manager who gets maximum value from retainers.
• Familiarity with real-world industries and practical buyers like fleet managers, technicians, and operations leaders.

Nice to Have

• Sponsorship, partnership, or experiential activation experience in sports, motorsport, or large-scale events.
• Experience building or running an in-house creative studio.
• Challenger-brand or category-creation experience against a larger, better-funded incumbent.
• Fluency in how content strategy is changing under AI-driven search and answer engines.