Product Manager

WithCoverage • New York, NY

14d • $140,000 - $220,000 • Onsite

About The Position

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. We partner with hundreds of high-growth, category-defining companies. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed. Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service. WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $50M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Requirements

• You have 2+ years of product management experience and likely 5+ years of total professional experience.
• You are an exceptional structured thinker. You can take a complicated, ambiguous workflow and turn it into a clear problem statement, a tractable product scope, and concrete acceptance criteria.
• You have strong core product management skills: scoping, prioritization, tradeoff analysis, writing clear requirements, and driving cross-functional execution.
• You are highly data fluent. You naturally ask how success will be measured, define metrics as part of product development, and use evidence to decide whether to keep investing in a product.
• You have built products for complex workflows, ideally in B2B software, internal tools, operations-heavy environments, or other domains where understanding how people actually work matters more than designing a consumer interface.
• You are AI-native in how you work. You use AI to move faster, understand technical systems, prototype ideas, and reduce the distance between an idea and something usable.

Nice To Haves

• Operations or BizOps → Product. You bring strong operational intuition, analytical rigor, and a natural focus on whether the product actually improves business outcomes.
• Early-stage PM → scaled technology company. You know how to move quickly and operate with limited structure, but you have also seen what strong product processes look like as a team grows.
• Consulting → Product. You bring structured problem solving, comfort with complex domains, strong communication, and experience turning ambiguous problems into clear recommendations.

Responsibilities

• Turn operational pain into product. Work directly with teams across the business to understand complex workflows, identify bottlenecks and failure modes, and translate them into simple product and automation improvements.
• Scope problems clearly. Write clear product specifications with explicit requirements, acceptance criteria, edge cases, and measures of success. Break large problems into the smallest useful versions and know when additional complexity is no longer worth it.
• Drive products from problem to production. Own execution across design and engineering, resolve tradeoffs quickly, keep projects moving, and ensure what ships actually solves the underlying problem.
• Build AI-native products. Use modern AI tools as part of your day-to-day product work. Prototype ideas, explore workflows, interrogate technical systems, and push simple product changes yourself when that is the fastest path to learning.
• Measure what we build. Define success metrics before development begins, ensure products are instrumented to measure those outcomes, and use the resulting data to determine whether to iterate, expand, or move on.
• Develop scalable product practices. Help establish the product processes we will need as the company grows without introducing unnecessary bureaucracy. Bring strong opinions about what good product development looks like and adapt them to an environment that still values speed.
• Make good tradeoffs. Balance user needs, implementation complexity, speed, and expected impact. Know when to keep optimizing and when a product is good enough to move forward.

Benefits

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, 401(k), commuter savings)
• Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed