Principal Product Manager (AI-Powered Product Strategy)

Title: Principal Product Manager

Reports to: EVP, Product and Payment

Location: This is a remote role or Hybrid from our Buffalo office

About the role:

InsurePay is seeking a Principal Product Manager to own our flagship product lines end-to-end. You will set AI-powered product strategy, lead cross-functional execution, and deliver measurable business outcomes across our platform.

In this new era, product management at InsurePay is evolving into a more technical, creative, and empowered role focused on teaching AI what matters. If you are someone who can help take InsurePay from traditional to AI-driven, this role is for you.

You’re excited about this opportunity because you will …

• “Vibe code” and rapidly prototype by using tools like Cursor, Replit, or Vercel to turn concepts into high-fidelity working demos quickly, bypassing slow traditional development cycles for early validation.
• Define AI forward product strategy by using AI to analyze user data, support tickets, and market trends to uncover new, previously impossible opportunities.
• Define intent and behavior, shifting from rigid, manual requirements to articulate the behavioral and emotional outcomes (the “vibe”) the system should exhibit.
• Design AI-in-the-loop workflows by mapping where AI can take over, summarize, or decide on product processes (for example: automated user research synthesis or generating initial design mockups).
• Own model evaluation (evals) by creating test sets to measure model accuracy, hallucinations, and bias before and after launch, and using those insights to inform iteration.

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• Drive cross-functional execution alongside Engineering, Design, Data, and Go-to-Market teams to ship features that meaningfully move business and customer metrics.
• Measure and communicate impact through clear success metrics, experimentation, and storytelling that ties product outcomes to business strategy.

We’re excited about you because you bring …

• Prompt crafting and engineering skills, including the ability to write effective, structured prompts that guide AI agents to produce high-quality code, documentation, and analysis.
• Data and AI fluency, with a strong understanding of how models learn from data, how to identify data bottlenecks, and how to evaluate model performance (for example: F1 score, latency, and other key metrics).
• “Vibe” debugging and validation skills: you can test and refine AI-generated code and experiences, ensuring prototypes actually work (not just look right), while managing security, reliability, and compliance risks.
• Storytelling and strategic judgment, leaning into high-level strategy, human empathy, and stakeholder influence as more tactical work becomes automated.
• An iterative and experimental mindset, embracing that AI models and AI-first products require continuous training, monitoring, and updates—not “one and done” launches.
• A tool-first, scrappy approach, treating new AI tools like a playground to reduce cycle time, increase velocity, and unblock yourself and your teams.
• Deep ownership of the “why”—you hold the product vision, customer value, and business alignment, while AI increasingly helps with the “how” and “what.”

Benefits

• Competitive compensation
• Generous vacation policy
• Full medical, dental, and vision packages
• 100% employer-paid Life and AD&D insurance
• Optional LTD and STD coverage
• 100% employer-paid Employee Assistance Program
• Paid Parental Leave
• 401(k) with company match

About Us:

InsurePay® is a SaaS billing and payments platform that ensures accuracy of insurance premiums and offers integrated payments and reconciliations for Agencies, Carriers, MGAs, and insurance technology providers. We empower carriers to allow policyholders to pay only for what they need through accurate, timely, and data-driven reconciliations with a feature-rich platform that offers carrier payables, vendor payables, and claims payments all integrated to back-office systems.

With the ability to deliver an industry-leading solution, we pride ourselves on being a leader in the property and casualty market. We are a venture-backed Insurtech company that is growing fast … like really fast, and we want you to come join us!