Founding Product Manager

Cooper AI; San Francisco (CA); On-site; USD 140,000 - 210,000; Full time

Benefits offered by this job

Competitive salary

Equity

Medical insurance

Vision & dental

Wellness stipend

401k match

Unlimited PTO

Team offsites

Job summary

Cooper AI is seeking a Product Manager to own the roadmap from discovery to launch, working closely with founders and engineers. You will immerse yourself in brokers', carriers', and underwriters' workflows to transform complex insurance processes into actionable specs.

You'll shape AI agent behavior, measure adoption and retention, and drive alignment between product promises and real delivery, building a high-velocity, outcomes-driven culture.

Qualifications

• 5+ years of product management experience at early-stage or high-growth companies.
• Track record of shipping products in complex professional workflows (insurance, fintech, legal, healthcare or similar).
• Strong customer instincts and discovery expertise.
• Ability to define problems and move forward in ambiguity.
• Experience working with engineers and understanding architectural tradeoffs.
• Excellent written communication and ability to distill complexity.

Responsibilities

• Own the product roadmap end-to-end — from discovery through launch and iteration.
• Get deep into customer workflows with brokers, carriers, and underwriters.
• Translate complex insurance processes into clear, buildable specs.
• Define and track metrics like adoption, time saved, and retention.
• Shape how Cooper's AI agents behave and integrate into workflows.
• Build the product culture and establish how we ship with speed and discipline.
• Partner with sales and customer success to close the loop between promise and delivery.

Skills

Product management

Customer discovery

Requirements writing

Ambiguity management

Collaboration with engineers

Technical discussion

Written communication

Ownership mindset

AI/automation background

Tools

CRM integrations

Agency systems

Job description

About Cooper AI

Cooper is an AI coworker for the insurance industry. Getting a business insured involves mountains of paperwork: filling out repetitive forms, re-typing the same information into one insurance company's website after another, and comparing offers by hand. Cooper does that busywork automatically, right inside the tools people already use, so brokers and their teams can focus on advising clients instead of pushing paper. We're a small team with deep insurance roots, teaching AI to do real, trusted work in a massive, overlooked industry.

Backed by Lightspeed, General Catalyst, and Valor, Cooper AI is building from the ground up to modernize a $1T+ global insurance industry.

What you'll do

• Own the product roadmap end-to-end — from discovery through launch and iteration — in close partnership with founders and engineering

• Get deep into customer workflows: spend time with brokers, carriers, and underwriters to understand the real pain points, not just the surface-level asks

• Translate complex, messy insurance processes into clear, buildable product specs that engineers can execute and customers can immediately use

• Define and track the metrics that matter — adoption, time saved, retention — and use them to sharpen prioritization decisions

• Work directly in the AI product layer: help shape how Cooper's AI agents behave, what they automate, and how they fit into existing tools and workflows, including getting hands-on with building agents and writing code when needed

• Build the product culture at Cooper — establish how we talk to customers, how we evaluate ideas, and how we ship with speed and discipline

• Partner with sales and customer success to close the loop between what we promise and what we deliver, feeding insights back into the roadmap

What you'll bring

• 5+ years of product management experience, with a meaningful portion at an early-stage or high-growth company where you shaped the direction — not just executed a plan

• A track record of shipping products that changed how people work, ideally in a domain involving complex professional workflows (insurance, fintech, legal, healthcare, or similar)

• Strong customer instincts — you can run a discovery call, synthesize 10 conversations into a clear insight, and know the difference between what customers say and what they actually need

• Comfort operating in ambiguity: you can define the problem when no one else has, and move forward without a complete picture

• Experience working closely with engineers and a genuine appreciation for technical tradeoffs — you can hold your own in architecture conversations without pretending to be an engineer

• Excellent written communication — you write specs, briefs, and strategy memos that others want to read, and you can distill complexity into a paragraph

• A builder's mentality: low ego, high ownership, obsessed with outcomes over process

• Background building AI or automation products, particularly in enterprise or workflow-heavy contexts where the human-AI handoff is nuanced

Preferred qualifications

• Experience at a company that went through a 0→1 phase — you've built product infrastructure (processes, templates, rituals) from scratch, not just inherited it

• Familiarity with integrations-first products: tools that live inside other tools (CRMs, email clients, agency management systems) rather than replacing them

• Quantitative background or strong comfort with data — you can pull your own queries, run cohort analyses, and sanity-check dashboards without relying on a data team

Benefits:

• Competitive salary & equity

• Medical, dental & vision insurance

• Monthly wellness stipend

• 401k with company match

• Unlimited PTO

• Company sponsored lunch 5x per week

• Off sites, happy hours, and team building events