5+ years of product management experience, particularly in early-stage or high-growth companies
Proven track record of shipping impactful products in complex workflows like insurance or fintech
Strong customer instincts with the ability to synthesize insights from multiple conversations
Comfortable operating in ambiguity and defining problems without complete information
Experience collaborating closely with engineers and understanding technical tradeoffs
Excellent written communication skills for creating engaging specs and strategy documents
Builder's mentality with a focus on outcomes over processes
Background in developing AI or automation products in enterprise settings
Responsibilities
Own the product roadmap from discovery to launch and iteration in collaboration with founders and engineering
Engage deeply with customers to identify real pain points in workflows
Translate complex insurance processes into actionable product specifications for engineers
Define and track key metrics like adoption and retention to inform prioritization
Shape the AI product layer, influencing agent behavior and automation
Cultivate a strong product culture at Cooper, focusing on customer interaction and idea evaluation
Collaborate with sales and customer success to align promises with delivery and refine the roadmap
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
Full Job Description
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 01 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
