Senior AI Product Manager

Role Description

We’re helping our client hire three Senior Technical Product Managers to join their growing team. This is a build-and-transform environment - not maintenance. The focus is on rethinking how systems, workflows, and data interact, and applying AI to modernize legacy processes. If you thrive in 0-1 or 1-n product environments, enjoy working at pace, and like turning messy operational workflows into clean, scalable solutions - this role is designed for you.

What You'll Do:

• Own technical product areas end-to-end - from discovery through delivery.
• Translate business workflows into technical solutions, working closely with engineering teams.
• Drive AI-enabled product development, identifying where automation and intelligence can improve speed, accuracy, and output.
• Build and iterate on early-stage (v1) solutions, continuously refining based on real-world usage.
• Operate in fast sprint cycles - shipping, learning, and improving quickly (days/weeks, not months).
• Work across multiple initiatives simultaneously, balancing quick wins with longer-term platform improvements.
• Partner with engineering to evaluate APIs, integrations, and system design decisions.
• Collaborate with business stakeholders to deeply understand operational workflows and pain points.
• Contribute to a broader digital transformation agenda, influencing how products evolve over time.

Qualifications

• 3-8 years in Technical Product Management.
• Recent experience in the commercial insurance or fintech space.
• Strong exposure to fast-paced, startup-style environments, with experience building or iterating on early-stage (v1) products.
• Hands-on experience using AI tools (e.g., LLMs, automation tools, AI copilots), and ability to apply AI to real workflows, not just theoretical understanding.
• Comfortable working with APIs, integrations, and system workflows, able to evaluate and guide technical decisions alongside engineers.
• Exposure to systems involving data flows, underwriting/pricing logic, or transaction workflows.
• Strong problem-solver who can break down complex workflows.
• Builder mentality - you don’t wait for perfect requirements.

Benefits

• Employee Ownership Program - eligible employees share in the financial rewards as the company grows.
• Professional Development Opportunities – access to learning and career growth initiatives.
• Owner Referral Program.
• Work-from-Home Reimbursement.
• Digital Health & Wellness Platform - online fitness and wellbeing resources.
• Canary Emergency Financial Assistance Program.
• Comprehensive Medical, Dental, and Vision Coverage.
• Life and AD&D Insurance.
• Confidential Employee Assistance Program (EAP).
• Health Savings Account (HSA).
• Short-Term Disability Coverage.
• Voluntary Benefits - supplemental accident, critical illness, and hospital insurance.
• Employee Discounts.
• 401(k) Plan with company matching contributions.
• Paid Time Off Programs.
• 11 Company-Paid Holidays.