Job Title: Senior Product Manager
Location: Downtown Boston, MA
Employment Type: Exempt Full Time – 5 days in office - 50 hours
Compensation: $115,000 - $164,000 + Full Benefit Package Day One

At Flexcar, our mission is to make car ownership flexible, affordable, and enjoyable for everyone. We’ve created a month‑to‑month option that is more affordable than buying and more flexible than leasing. Our members are saving money and choosing a model that fits how real life actually works. Building a better model of car ownership takes more than technology. It takes people who value clarity, fairness, and real human experience.

Flexcar is looking for a Senior PM to join its fast‑moving product team and take on high‑impact IC work across multiple product verticals. You’ll be tasked with getting up to speed on Flexcar’s business model, deeply understanding our customers’ needs, and moving some of our most important product work forward. This isn’t a role where you’ll be handed a pre‑scoped roadmap to execute against: you’ll be identifying opportunities with the clearest value, building the business case, executing across whichever combination of engineering, design, operations, and cross‑functional partners the problem requires, and reading out on impact.

What You'll Do

Own product areas end‑to‑end. You’ll be accountable for outcomes across one or more product verticals. What “shipping” looks like varies week to week: sometimes it’s a significant feature launch, sometimes it’s a policy change, a process redesign, or an analysis that unlocks the next decision.

Contribute in a variety of ways. At Flexcar, features get built in a lot of different ways, with different engineers, different cross‑functional partners, and sometimes with you writing the first version yourself. You’ll be comfortable moving between those modes, and equally comfortable closing the loop: pulling the data, building the rationale, and assessing whether what shipped moved the needle.

Work in the in‑between spaces. A lot of our highest‑leverage product work happens before and after major launches: deep problem definition, stakeholder alignment, competitive research, building out pilots, and post‑launch learning. You’ll be expected to find and own that work without being told to.

Execute through cross‑functional collaboration. You’ll need to communicate your ideas clearly and build trust across the organization. Software development at Flexcar has a broad impact and ensuring that all teams are along for the ride will be a priority.

Build with AI, thoughtfully. We’ve scaled AI tooling quickly across the team. We expect Senior PMs to be able to write and ship basic code, prototype designs, and build solutions in our agentic infrastructure. That said, the tools are the easy part: we are focused on finding critical thinkers who pursue creative solutions.

The right person for this role is energized by that level of ownership, excited to take on that responsibility within a business that is rapidly growing, and eager to grow a skillset that extends beyond the traditional PM role.

What We’re Looking For

Required

Bachelor’s Degree or equivalent experience
5+ years of product management experience, with at least 2–3 years owning a product area independently without requiring heavy support or direction
Proven capacity to build seamlessly with partners in engineering and design
Strong analytical instincts and genuine comfort with data. You should be the kind of person who builds a data‑driven case before forming an opinion
Track record of operating effectively in ambiguous or resource‑constrained environments
Genuine AI curiosity: you’ve been using these tools in your actual workflow, not just experimenting
Demonstrated ownership mentality: you notice what’s broken and fix it without being asked
Experience working with and influencing cross‑functional stakeholders beyond a core squad (finance, marketing, operations, legal, vendors, etc.)

Nice to Have

Prior experience at a company with both significant technological and operational complexity
Prior experience working in a startup or similar growth‑phase environment
Experience building or shipping AI‑assisted features or tooling, using tools like Cursor, Claude Code, and Claude Design

What Tops Off the Tank

Rest & Relaxation: Flexible PTO policy.
Future Savings : Benefit from a 401(k) plan with company match from day one.
Benefits: Excellent, low‑cost healthcare coverage including medical, dental, vision, eligibility day one.
Drive a Flexcar! Discounted employee rate on Flexcar products and no annual membership fee.
Weekly Pay
And other amazing perks!

Flexcar is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind. Flexcar provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

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