Head of Product

Job Description:
Our client is building the AI-native operating system that insurance agencies run on, starting with life insurance, where roughly one in ten new agents is still producing two years in. Every sales call an agent has is recorded and turned into intelligence: how well the agent performed, how interested the lead is, what objections came up, and what should happen next. This Head of Product will own product outright, reporting directly to the CEO, setting the vision and roadmap, and carrying the product numbers on the company scorecard. The first products are live with agents today, and most of the operating system is still ahead, so this person decides what gets built next and builds the product function as the company grows. They need someone who can push back on leadership, sell the vision to agency owners, and get on stage to demo the product with real conviction. This is a huge opportunity to help shape an AI-native company from the ground up!

Requirements:
• 7+ years of experience in product management, including building a product from zero at an early-stage startup (ideally an early product hire who scaled the product as the company grew).
o Must have owned an externally sold product tied to revenue, with accountability for customer count and ARR or bookings.
• Experience building product for people who sell for a living, either in insurance (carrier, agency, IMO, or insurtech) or in sales-led software such as conversation/revenue intelligence, sales engagement (Salesloft, Outreach), sales enablement, CRM, or commission and compensation tools.
• Strong understanding of distribution and commission economics, including how deals flow through captive agents, independent agents, brokers, or digital channels and how commissions are calculated.
• Proven ability to own product strategy end to end, setting direction, deciding what gets built and in what order, and challenging leadership with a point of view, rather than managing tickets or execution alone.
• Strong external-facing presence with the ability to sell a product vision to customers and executives, lead webinars, and demo the product confidently in front of an audience.
• Track record of delivering products within compliance requirements and integrating with the systems a business already runs on.
• Hands-on experience with LLMs and GenAI applications (agents, evaluations, handling uncertain model output), whether through a day job or sustained side projects with something built end to end.

Nice to have:
• Life insurance industry experience.
• Experience building product on recorded sales calls or building evaluations for models that score human conversations.
• Agency or back-office operations experience, such as commission accounting, book of business management, or agency finance workflows.
• Technical fluency, including reading TypeScript, writing SQL, reasoning about APIs, and working in a terminal.
• Experience shipping product against carrier rate or underwriting data.
• Experience working with coding agents as an implementation team.

Responsibilities:
• Own the company’s product vision, strategy, and roadmap, deciding what gets built and in what order, and carrying product metrics on the company scorecard.
• Drive the call intelligence roadmap, turning recorded sales calls into coaching, agent performance scoring, lead interest predictions, and next-best-action recommendations.
• Define and prioritize new AI-native capabilities, including lead scoring, live-call underwriting across dozens of carriers, automated policy-lifecycle touchpoints, chargeback prediction, and book of business, commission, and upline dashboards.
• Own the strategy for acquiring, encoding, and validating carrier underwriting rules and rate data so errors are caught before they reach an agent.
• Serve as the external voice of the product, selling the vision to agency owners and sales leaders, leading webinars, and delivering live product demos.
• Partner directly with the CEO to evaluate expansion into new insurance lines and markets beyond life insurance.
• Build and lead the product function as the company grows, setting the standards and practices for how product gets done.