Sr. AI Technical Product Manager (Commercial Insurance exp required)
About The Position
Our client is a growth stage technology and data-driven commercial insurance wholesaler backed by a leading private equity firm. They are combining the worlds of insurance and technology to create an insurtech powerhouse, and are undergoing rapid digital transformation. The business operates in a complex, workflow-heavy environment and is investing heavily in AI, automation, and modern product development practices to unlock speed and efficiency at scale. We’re helping them hire three Senior Technical Product Managers to join their growing team. This is a build-and-transform environment - not maintenance, and not a traditional product role. You will not be writing requirements and handing them off. You will actively prototype solutions using AI tools, test them with users, and iterate quickly. The focus is on rethinking how systems, workflows, and data interact, and applying AI to modernize legacy processes.
Requirements
- 3-8 years in Technical Product Management.
- Recent experience in the commercial insurance or fintech space.
- Hands-on experience building and iterating on real solutions using AI tools (e.g., LLMs, automation tools, AI copilots), not just exposure or strategy-level understanding.
- Strong exposure to fast-paced, startup-style environments, with experience building or iterating on early-stage (v1) products.
- Experience operating as a hands-on builder - creating prototypes, testing workflows, and refining solutions directly.
- 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.
- Ability to translate messy, real-world workflows into structured, scalable technical solutions.
- Builder mentality - you don’t wait for perfect requirements.
Responsibilities
- Own technical product areas end-to-end - from discovery through delivery.
- Build functional prototypes using AI tools (LLMs, copilots, automation frameworks) to validate ideas before full development.
- Work directly with engineers to review outputs, test integrations, and unblock delivery in real time.
- 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.
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
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
