VP, Product Marketing

Remote - USA A little about us…Fleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we’re leading the charge, with raving fans and new customers signing up every day. We raised $450M in Series D in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation! More about our team and company:

Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
Our careers page: https://www.fleetio.com/careers

Who you are

The ideal candidate for this role will shape how we position our platform across industries, personas, and use cases, and how we build confidence with our customers, analysts, and the market. As Fleetio’s top priority VP hire, this leader will act as a key thought partner to the CMO and cross-functional executive team, driving clarity, connection, and confidence across the business.

Your impact

Strategic Leadership

Serve as the CMO’s #2 and thought partner—driving cohesion across Product, Marketing, and Sales.
Build and lead a world-class Product Marketing organization across solution messaging, use case positioning, and industry marketing.
Design the structure, cadence, and rituals that bring GTM alignment—partnering with Sales, Product, and Revenue Ops to drive a shared quarterly GTM rhythm.
Act as the unifying voice translating product strategy into GTM activation across demand gen, content, events, and enablement.

Messaging, Positioning & Enablement

Elevate messaging from feature-function to business value storytelling—anchored in use cases, personas, and industry outcomes.
Lead comprehensive website and narrative updates to reflect Fleetio’s evolving enterprise value proposition.
Partner with Sales Enablement to build confidence across the field; ensure reps can multithread, build business cases, and sell value.
Create scalable enablement frameworks and assets for persona-based selling and expansion plays.

Market Insights & Analyst Relations

Build a best-in-class Analyst Relations (AR) program from the ground up—owning key relationships with Gartner, Forrester, and IDC.
Translate analyst insights into actionable GTM and product strategies.
Lead competitive and market intelligence programs that inform product roadmap and positioning decisions.
Partner with Product on pricing, packaging, and differentiation strategies.

Cross-Functional Impact

Embed deeply with the Product team to shape roadmap prioritization based on customer value and GTM readiness.
Drive collaboration across demand gen, campaigns, and events to ensure message consistency and relevance across every touchpoint.
Lead strategic initiatives that bring the brand and product narratives together until a Head of Brand is in place.

Your experience

10–15+ years of progressive experience inenterprise B2B SaaS, with proven success leading Product Marketing and Analyst Relations at scale.
Experienced builder—has rebuilt or scaled PMM teams from early stages to global programs of 20–30+.
Comfortable at multiple altitudes: can set vision, lead strategy, and roll up sleeves to coach, review messaging, or lead key launches.
Exceptional communicator and storyteller—skilled at distilling complexity into clarity.
A connector with high EQ who thrives in ambiguity, unifies stakeholders, and builds durable trust with Product and Sales.
Deep understanding of enterprise go-to-market motions, customer journeys,...