Pear Vc

Founding Product Manager - freeflow

United States · Remote (country restricted) · FullTime

Posted over 6 months ago: check it’s still open

Apply on the employer’s site ↗See how well you match this job

You apply directly with the employer. ROLIVA does not submit applications from this page and is not the employer.

About the role

Description from the employer’s posting. Check the employer’s page for the current version.

EmployerPear Vc
LocationUnited States
Work styleRemote (country restricted)
Employment typeFullTime
Employer posted6 months ago

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

Show full description

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

See how well you match this job Apply on the employer’s site ↗

Check your resume against this job Free, no sign-up. Nothing you paste is stored.

Staying safe while you apply

Never pay to apply, interview or accept an offer. ROLIVA never asks you for payment to apply to a job.
Apply only through the official “Apply on the employer’s site” button, on the employer’s own site, and check that a recruiter’s email uses that employer’s own domain rather than a free email address.
Be cautious of an offer made with no real interview, or pressure to decide quickly or share financial details early.

Does something look wrong with this listing? Use “Report broken link” in the role details, or read ROLIVA’s full job-safety guidance ↗.

Preparing for this role with ROLIVA

Check the fit.
Compare the requirements with the experience you have confirmed, including gaps.
Prepare honestly.
Build interview stories and application drafts from your own evidence.
Keep track.
Save the role and record your own application status and follow-ups.

Create a free workspace or log in.