Product & Commercial Lead

Chestnut 🌰🥜🌳

Benefits

Unlimited PTO

Job Description

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, turning vague feedback into real product and helping reshape how the insurance industry operates.

About Chestnut

Chestnut is building the first AI-native operating system for insurance distribution by transforming how the $1T+ insurance industry allocates its largest spend.

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