Senior Product Manager, Technology Products

Senior Product Manager

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.

This role is centered on four areas of responsibility.

• 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.

• 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 agents, CSRs, operators, and internal stakeholders, including shadowing them in their day-to-day work.
• Feedback System of Record:
  Maintain an AI-queryable source of truth for customer and stakeholder feedback so the team can interrogate the corpus instead of repeatedly rereading it.
• Market Awareness:
  Track broker technology, insurtech, carrier connectivity, and emerging AI capabilities, and translate relevant developments into product decisions.

• Requirements:
  Write crisp PRDs, user stories, acceptance criteria, and specifications that engineers can build from without guesswork.
• Sprint Partnership:
  Work with engineering through the full delivery cycle: clarifying requirements, triaging questions, validating builds, and unblocking the team.
• Release Readiness:
  Own QA coordination, data migration,…