Sr. Product Manager, Enterprise

As we continue to grow, we’re looking for Product Manager, Enterprise. You’ll own product strategy and execution for Hi Marley’s largest and most strategic enterprise customers — leading product requirement discovery, uncovering the real problems carriers face, and translating those into scalable solutions that lift all ships across our customer base. Your work will directly shape how millions of policyholders experience insurance communication.

We think about the broader product experience, not customer by customer. You’ll partner directly with enterprise customers and work across multiple product streams to translate enterprise requirements into clear product direction—ensuring that what we build for our largest customers lifts all ships across the platform. You’ll partner with internal and external stakeholders to align on the roadmap and strategic decisions, and work closely with customer-facing teams to stay aligned on customer needs.

The ideal candidate brings clarity to complex situations, gains context quickly across product areas, and brings deep technical fluency with a strong AI/GenAI mindset. Teamwork and shared enthusiasm is a core part of our culture, which is why this role involves joining us in the Boston office for two days each week. 

What You’ll Do: 

• Champion Enterprise Customers: Serve as the primary product partner for Hi Marley’s largest carriers. Build trusted relationships with senior stakeholders, understand their business challenges, and translate their needs into product opportunities that inform the roadmap.
• Turn Enterprise Needs into Scalable Solutions: Understand enterprise customer challenges and design solutions that strengthen the platform for all customers—ensuring enterprise investments create leverage across the broader product experience.
• Drive Cross-Team Execution: Coordinate work across product, engineering, and design teams to deliver high-impact solutions and an excellent enterprise experience. Partner with customer-facing and sales teams to stay aligned on customer needs and ensure product decisions reflect insights from the field. Prioritize enterprise needs across product streams, translate complex work into clear engineering requirements, and maintain a high bar for quality through delivery.
• Shape Product Strategy: Bring well-reasoned recommendations to leadership on where to invest and how to sequence priorities. Align stakeholders around roadmap decisions and communicate strategy with clarity and confidence. Own rollout strategy for enterprise deployments—including beta programs, phased launches, and change management—to ensure successful adoption.
• Advance AI-Powered Innovation: Apply AI and GenAI to solve real enterprise customer problems—improving workflows, reducing manual work, and unlocking new capabilities. Leverage AI in your own work to move faster and make stronger product decisions. Stay current on emerging AI trends and partner with engineering to experiment, iterate, and bring AI-driven solutions to market. 

What We’re Looking For:  

• 6+ years of product management experience in SaaS, preferably in B2B or B2B2C enterprise settings with experience managing strategic customer relationships.
• Proven ability to partner deeply with enterprise customers to understand their asks, the business problems they solve, and bring potential options and solutions to the table. Translates complex enterprise needs into scalable solutions that serve the broader customer base.
• Strong strategic communication skills—able to engage directly with senior customer stakeholders, present tradeoffs thoughtfully, and build long-term trust. Equally able to partner with internal and external stakeholders to communicate the roadmap and strategic decisions with clarity and conviction.
• Demonstrated ability to take enterprise customer challenges and design scalable solutions that benefit the broader customer base—not just the largest accounts.
• Highly collaborative with a track record of working across multiple product teams, engineering streams, and cross-functional partners simultaneously.
• Brings clarity to complex situations: asks the right questions, builds context quickly with both internal and external stakeholders, and adapts as priorities evolve.
• Both technically fluent and product-savvy—able to go deep on technical architecture and data discussions while keeping the user experience front and center.
• Experience designing and launching AI-powered features or workflows. Stays current on AI trends and identifies where AI delivers the most value for enterprise customers, meeting carriers where they are in their AI journey.
• Insurance or fintech SaaS experience is a plus but not required. 

Compensation, Benefits & Perks: 
At Hi Marley, we are committed to fair and transparent pay practices. The annual base salary for this role is expected to fall within the range of [$122,000–$226,000], depending on experience, skills, qualifications, and location. Offers are determined based on these factors as well as internal peer equity. It’s most common for new hires to start near the midpoint of the range, allowing room for growth as employees develop in their role. In addition to base pay, this role includes a variable compensation component. Total earnings will vary based on individual and/or team performance.