Product & Commercial Lead

Product & Commercial Lead at Chestnut

As a Product & Commercial Lead, you are the tip of the spear, owning customer relationships and driving the success of Chestnut’s forward deployments end-to-end. You will embed with our customers, deeply understand their workflows, and lead the transformation of their distribution operations using Chestnut’s platform. This role blends product thinking, execution, and customer partnership. You will identify gaps, prototype solutions, and work closely with forward deployed engineers and designers to turn customer-specific insights into scalable product outcomes. You’ll manage timelines, influence internal and external stakeholders, and surface opportunities for both core platform development and AI automation. Unlike a traditional PM role, you will drive key outcomes not only within the core platform, but also in commercial operations and more. Your mandate is to help us move faster, cut through complexity with clarity, and deliver measurable impact to our customers and business. You are the founder of our customer’s success: curious, autonomous, relentless, and eager to move fast with imperfect information. You turn vague feedback into real product and help reshape how the insurance industry operates. ## What You’ll Do

• Own the customer relationship from kickoff through deployment and beyond. Act as the point of accountability and a trusted partner in delivering measurable business value. - to understand org structures, pinpoint pain, and identify the highest-leverage opportunities for automation and AI transformation. - in partnership with engineering and design - translating insights into high-impact product features and platform improvements. - to ensure quality. Test edge cases, debug issues, and push the product forward with urgency and precision. - by managing timelines, unblocking bottlenecks, and influencing customer stakeholders to ensure successful outcomes. - by identifying repeatable patterns, surfacing opportunities for AI-native features, and shaping the evolution of our platform. ##