A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide 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 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!
More about our team and company
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 in enterprise 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, and how to operationalize value selling.
- Strong network and track record of success managing Analyst Relations programs and relationships.
- Passionate about building cohesive teams, developing talent, and creating scalable systems that unite marketing.
Benefits
- Multiple health/dental coverage options (100% coverage for employee, 50% for family)
- Vision insurance
- Incentive stock options
- 401(k) match of 4%
- PTO - 4 weeks (increases at year two!)
- 12 company holidays + 2 floating holidays
- Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
- FSA & HSA options
- Short and long term disability (short term 100% paid)
- Community service funds
- Professional development funds
- Wellbeing fund - $150 quarterly
- Business expense stipend - $125 quarterly
- Mac laptop + new hire equipment stipend
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- Remote working friendly since 2012
Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.
This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.
If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.
