Senior Product Manager, Technology Products

Who We Are. 

At We Insure Group, we are passionate, driven, and purposeful in our mission to personalize protection at the right value. We believe in delivering tailored insurance solutions that meet each client’s unique needs, ensuring they feel confident and supported in every decision. 

  

As both a franchise platform and direct insurance provider, We Insure empowers like-minded entrepreneurs with the opportunity to own and operate successful agencies. With over 200 locations across 35 states, we support our agency owners, customers, and carrier partners by enabling faster service, greater efficiency, better choices, and improved results. 

  

What sets us apart? We’re data-driven for better value and people led for better service. Our purpose is rooted in clarity, guidance, and long-term trust helping individuals and business owners make informed choices about their insurance coverage. We’re building something meaningful and looking for purpose-driven individuals to help lead the way. 

 

Your Impact.

We Insure is seeking a Senior Product Manager to join our founding product team and help shape the technology platform for the agency of the future. We are building a small, high-impact product and engineering organization focused on creating connected, intuitive, and AI-enabled experiences for our agents, sales teams, service teams, and customers.

We sit at the intersection of customers, independent agents, franchise owners, carriers, and insurance technology providers. That position creates a broad set of product opportunities across customer acquisition, agent productivity, carrier connectivity, sales and service workflows, data, and back-office operations. You will identify the highest-value problems, determine the right combination of product development, configuration, partnership, and integration, and own solutions from discovery through adoption and measurable business impact.

This is a senior, high-autonomy role for someone who has built insurance technology before. We are looking for a product manager who understands broker and agency technology, carrier connectivity, and the realities of P&C distribution well enough to have informed opinions on day one. The right person has shipped high-quality software that users genuinely value and treats adoption and business results as personally owned outcomes.

We are also an AI-native product team. Every member of the team is expected to use AI tools daily, not occasionally, to draft requirements, synthesize research, analyze data, prototype ideas, and pressure-test their own thinking.

This position is open to remote candidates. The role requires occasional travel (up to approximately 20%) to our Chicago or Austin office locations to support business needs.

Key Responsibilities.

This role is centered on four areas of responsibility.

Insurance Technology & Agency Workflows

• Product Ownership:Lead discovery, scoping, sequencing, delivery, launch, and iteration for products that improve how our agents and operators acquire, advise, sell, and serve customers.

• Workflow Understanding:Map how work gets done across agency sales, service, carrier, and back-office processes, then identify the friction, re-entry, delays, errors, and missed opportunities worth solving.

• Platform & Ecosystem Decisions:Evaluate when We Insure should configure, integrate, partner, or build, and bring clear, evidence-backed recommendations that account for user value, economics, speed, and long-term flexibility.

• Carrier & Partner Connectivity:Partner with Carrier Relations, engineering, and external technology providers on APIs, data exchange, third-party data, workflow integration, and the practical realities of P&C underwriting and distribution.

• AI-Enabled Experiences:Identify practical ways to use AI and automation to reduce administrative work, improve decisions, and create better experiences for agents, operators, and customers.

• Incremental Delivery:Ship in focused slices, put useful workflows in users’ hands early, and use what you learn to reshape the plan.

• Business Outcomes:Define and improve the operating, adoption, customer, and financial metrics that matter for each product area.

Product Strategy & Discovery

• Roadmap Ownership:Set and defend the roadmap for your product area with a clearly articulated thesis for sequencing.

• User Research:Run research and interviews directly with agent…