Founding Product Manager - freeflow
At a glance
Manager-level Product Management role at Pear VC. Remote, United States · full-time · no salary stated · we estimate $120,000–$176,450 across the United States.
Pear VC has not published a salary for this role. The figure below is our estimate, not theirs.
remoteroles summary, based on the employer's posting.
What you'll do
- Shape the product with founders, carrier customers and engineers, tying build decisions to measurable business value
- Turn claims leaders’ and audit teams’ problems into product changes, then move them quickly into use
- Define how agents interpret insurance concepts, connect to carrier systems and review claims, policies or submissions
- Set priorities, manage the backlog and turn product needs into clear specifications alongside engineers and designers
- Help steer product strategy, roadmap choices and go-to-market decisions
What you bring
- You have early-startup experience tackling ambiguous problems and can identify and solve customer-critical issues independently
- You can interview users and subject-matter experts, capture what you learn and share it across the team
- You can prioritize work against business goals, manage a backlog and collaborate closely with product design
- You understand enterprise security and compliance needs, including SOC 2, access controls, single sign-on and data separation
Who this fits
This suits someone who enjoys independent, fast-moving product work and wants to take the lead on AI agents within a small engineering team. You’ll work directly with founders, customers and engineers in a remote, U.S.-based role. P&C claims or claims-auditing depth and experience with unstructured files are bonuses.
From the employer
About Freeflow
Freeflow is building AI Agents for P&C Insurance Carriers.
We’re starting by solving a customer problem that has strong pull from our industry contacts: Claims auditing.
Today, carriers audit a small percentage of claims. They do these audits manually, inconsistently, and often too late to drive meaningful outcomes on key business metrics like Loss Ratio, Customer Satisfaction, or Claims Capacity.
We believe the future is:
→ Continuous, AI-driven audits across 100% of claims → Real-time detection of leakage, errors, and missed opportunities → Direct, measurable improvement to the loss ratio
But claims audits are just the starting point.
Our broader vision is to build an AI-native operating layer for insurance carriers, that includes:
Submission intake: structuring and routing risk data at the quote stage
Premium audits: ensuring accuracy between exposure and written premium at the bind stage
Claims audits: real-time detection of leakage, errors, and missed opportunities at the claim stage
Having even two out of the three nodes allows Freeflow to create an intelligent data layer powered by AI agents that continuously improves decision-making across the carrier’s operations.
This is how we move the loss ratio at scale.
As a Founding Product Manager at freeflow you will
You will work directly with founders, customers, and engineers to define what we build, why we build it, and how it creates real economic value (eg improving loss ratios, replacing offshore teams, improving capacity, etc)
This is a 0→1 role where you will define how AI agents:
Understand the world of insurance through modeling industry ontologies
Understand and integrate with our various carrier customers’ systems and SOPs
Review specific data structures (claims files, policies, submissions)
Generate actionable intelligence based on core data to create both efficiency gains and learning opportunities for our carrier customers
Work directly with carriers
Engage claims leaders, audit teams, and executives
Translate real-world pain into shipped product quickly
About You
Technical
Leverage yourself and the product org with AI
Interviewing users, SMEs and documenting + transmitting learnings across org
Modeling requirements
Prioritizing efforts in alignment with business strategy
Managing backlogs, feature prioritization
Close collaboration with product design
Given the carrier customers (SOC2, RBAC, SSO, data partitioning), understand enterprise security and compliance requirements.
Collaborate on product strategy, roadmap prioritization, and go-to-market decisions.
Partner directly with engineers to break down product requirements into actionable specs. You'll own the "what" and "why," collaborate on the "how," and be close enough to implementation details to unblock decisions quickly.
Cultural
Passionate about solving customer needs and love moving fast. You are excited about the opportunity to be the primary AI/agent specialist on a small, high-ownership engineering team
You can demonstrate experience with solving open-ended problems in startups at the earliest stage (0 to 1) and you are
able to independently identify critical problems to deliver on key customer needs, propose and implement solutions to those problems
able to structure and execute your own work with little to no supervision
Bonus
Deep experience in P&C insurance claims or claims auditing
Comfort working large unstructured data files (documents, notes, images, video, audio, tasks)
Note, we don’t expect you to know everything listed above. What matters most to us is that you are experienced, enjoy solving hard problems independently, are passionate about building new AI technology, are an outstanding team player, and you are interested in learning and growing on the job professionally and personally.
If you’re excited about building AI systems that start with claims audits, but expand into a broader platform that transforms how insurance carriers operate:
We should talk.
What We Offer
Role
Being part of a mission-driven company reimagining how humans interact with technology.
A well defined culture that values autonomy, experimentation, growth and high impact results.
Benefits
Competitive compensation, stock options, health insurance
Flexible PTO
AI tooling + add-ons of your choice to maximize your productivity
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