About this role.
Fleetio seeks a Principal Product Manager to establish and scale its telematics and connected-vehicle product line. The role owns strategy from data ingestion and standardization through customer-facing products such as live fleet mapping, geofencing, and vehicle-health insights. It requires deep collaboration with engineering, design, go-to-market teams, and external OEM, hardware, and data partners. The successful candidate will lead ambiguous zero-to-one initiatives, develop monetization and packaging, and make real-time vehicle data reliable and actionable for fleet customers. This is a senior, highly autonomous B2B SaaS product leadership position with significant strategic and commercial impact.
Role DNA
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Job Complexity
5/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
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Core skills
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Sample interview questions
I would assess customer demand, addressable fleet coverage, uniqueness and quality of available data, integration complexity, commercial terms, and expected strategic value. I would validate assumptions with customer discovery and a lightweight technical assessment, then prioritize partners using an impact-versus-effort model tied to adoption, retention, and revenue outcomes.
I would start by defining the customer problem and target segment, mapping available source data and reliability constraints, and identifying the smallest valuable workflow to validate. I would launch an instrumented MVP with a limited partner and customer cohort, measure activation and workflow value, then iterate toward scalable ingestion, standardization, packaging, and GTM plans.
I would establish a canonical data model, source-specific normalization rules, freshness and completeness expectations, and clear provenance. Automated validation, monitoring, exception handling, and customer-visible indicators for data health would allow teams to identify inconsistencies early and maintain confidence in downstream experiences.
I separate experiments in customer experience from non-negotiable data-quality and operational safeguards. I use phased releases, explicit service-level objectives, observability, and rollback plans so we can learn quickly without compromising the accuracy and availability customers depend on.
I would create a shared narrative covering the target customer, problem, differentiated value, scope, success metrics, and launch milestones. Regular cross-functional reviews, customer feedback loops, enablement materials, and transparent decisions on packaging and tradeoffs would keep teams aligned from discovery through adoption and retention.
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:
- Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg
- Our careers page: https://www.fleetio.com/careers
The Product team at Fleetio is expanding and has an opportunity for a Principal Product Manager to lead our telematics and connected-vehicle data strategy. In this role, you will own how Fleetio captures and activates real-time data from customers’ vehicles from the hardware and data sources it comes from to the products built on top of it, and build a new product line and the business around it, largely from the ground up.
Who You Are
The ideal candidate is an entrepreneurial builder who is energized by a blank canvas and knows how to take a big, ambiguous bet from zero to one. You’ve worked in or close to telematics, connected vehicles, or connected devices, and you’re equally comfortable going deep with engineering on how data flows in, negotiating a hardware or data partnership, and figuring out which customer experiences are worth building. You have strong, loosely held opinions, make data-informed decisions, and care as much about reliability and data quality as velocity, because what you build is meant to become mission-critical to how fleets operate. You lead and align through influence, not authority. This role reports to the Director of Product Management.
Your Impact
- Own the vision, strategy, and roadmap for Fleetio’s telematics and connected-vehicle data end to end, from how the data gets in to the products built on top of it.
- Own Fleetio’s connected hardware strategy, including white-label and OEM device relationships.
- Build data partnerships that bring telematics, OEM, and connected-vehicle data straight from the source, so fleets can connect.
- Take ambiguous, high-potential bets from 0→1: spot the opportunity, form and test hypotheses fast, and ship new partner-driven and connected capabilities from the ground up.
- Lead 0→1 discovery and delivery of the experiences this data unlocks: live fleet visualization and mapping, location intelligence and geofencing, vehicle health and sensor insights.
- Deepen and grow Fleetio’s ecosystem of integrations and strategic partners from the tools fleets already use to OEM and telematics data providers.
- Own how this data is standardized so it’s trustworthy, comparable, and actionable everywhere it shows up across Fleetio.
- Build and own strategic partner relationships, and serve as a credible product leader in front of partners.
- Turn complex, real-world data flowing in from partners and connected sources into trustworthy, standardized, and actionable intelligence across Fleetio.
- Partner with Design to make connected and partner-driven experiences intuitive, coherent, and genuinely useful.
- Partner with Product Marketing, Sales, and CX on positioning, launches, packaging, adoption, and retention.
- Serve as an ambassador for Fleetio’s product and product team, and roll up your sleeves
Your Experience
- 8+ years in product management, shipping and scaling modern B2B SaaS, with a track record of owning technically complex product areas end-to-end.
- A track record of leading ambiguous 0→1 (or early-stage 1→n) bets with meaningful company impact, operating with a high degree of autonomy.
- Experience with telematics, connected-vehicle, OEM, or IoT / connected-device data, and the products built on top of it.
- Experience building and managing strategic partner or ecosystem relationships.
- A track record of turning a strong technical product into a scaled business through packaging, monetization, and GTM.
- Experience with hybrid PLG (product-led growth) and SLG (sales-led growth) motions.
- Strategic, analytical, creative, and data-informed in how you work and inform decisions.
- Embody our core values of intelligence, intensity, integrity, and ownership.
- Bachelor’s degree in Business, Engineering, Design, Computer Science, or relevant field
Considered a plus
- Experience in fleet, automotive, transportation, mobility, or vertical SaaS.
- Experience with hardware or device products, or managing white-label / OEM hardware relationships.
- Experience with location and geospatial data, mapping, or real-time streaming data at scale.
- Experience with marketplace, multi-sided, or platform business models
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 #LI-Remote
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.
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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