chestnut - Product & Commercial Lead

• 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. • Lead discovery and workflow mapping to understand org structures, pinpoint pain, and identify the highest-leverage opportunities for automation and AI transformation. • Drive execution in partnership with engineering and design - translating insights into high-impact product features and platform improvements. • Get in the weeds to ensure quality. Test edge cases, debug issues, and push the product forward with urgency and precision. • Run tight deployments by managing timelines, unblocking bottlenecks, and influencing customer stakeholders to ensure successful outcomes. • Bridge product and market by identifying repeatable patterns, surfacing opportunities for AI-native features, and shaping the evolution of our platform. • YOU COULD BE A GREAT FIT IF YOU... • Have 5+ years of experience in roles like product manager, consultant, investor, founder, or engagement lead. • Bring strong technical acumen and can reason through complex systems and data. • Communicate clearly and build trust across technical and non-technical stakeholders. • Know how to align teams around a vision and drive execution without waiting for perfect inputs. • Are relentlessly curious – you learn fast, ask thoughtful questions, and dive deep when it matters. • Care about solving real business problems and turning customer pain into product features. • Experience with APIs, internal tools, or complex enterprise workflows • Background in insurance, finance, or regulated industries • Ability to write SQL or work with large datasets