Product Manager

Ledgebrook is an InsurTech MGA focused on modernizing Specialty insurance with innovative technology and over 100 years of insurance expertise. The company aims to become a diversified full stack Specialty re/insurer competing globally by rolling out new Specialty products approximately every 6 months. Ledgebrook is a fully-remote US-based company backed by venture and family office investors, emphasizing impact, ownership, and collaboration.

• 5+ years of product management experience, ideally supporting application teams.
• Proven success leading agile software development teams and managing workflows (epics, sprints, story validation).
• Strong communication and stakeholder management skills, able to synthesize competing priorities into a clear plan.
• Comfort with technical topics such as APIs, cloud infrastructure, data pipelines, and system reliability.
• Analytical and metrics-driven approach to prioritization and success measurement.
• Experience managing complex cross-functional projects from ideation through delivery.
• Ability to navigate ambiguity and provide clarity for engineering and business partners.

Nice to have:

• Familiarity with the Insurance Industry and its processes (Underwriting, Claims, etc.).
• Understanding of cloud infrastructure (AWS, Terraform, ECS, IAM, networking).
• Experience in Insurtech or another regulated, data-heavy industry.
• Hands-on familiarity with defining application design (Figma, Sketch, XD, etc.).
• Experience driving adoption of internal tooling or developer productivity platforms.
• Background in agile coaching, process design, or operational excellence.
• Coordination of large scale software rollouts across multiple teams.

• Own the product lifecycle for Ledgebrook’s Underwriting Operations initiatives from discovery through delivery and measurement.
• Lead agile ceremonies (sprint planning, retrospectives, standups) and manage Jira: creating, refining, and validating stories to ensure clarity and readiness for release.
• Partner with engineering leads to translate complex technical initiatives into clear deliverables, balancing strategic priorities with day-to-day execution.
• Collaborate with stakeholders across engineering, actuarial, underwriting, finance, and operations to understand needs and define roadmap priorities.
• Define success metrics and use data to track outcomes, improve processes, and guide investment decisions.
• Ensure technical readiness for releases, coordinating QA, documentation, and stakeholder communication.
• Lead roadmap planning, aligning quarterly and annual objectives with company OKRs and evolving business needs.
• Champion internal adoption of new tools, ensuring teams across the company derive measurable value.
• Drive continuous improvement in team velocity, delivery predictability, and agile maturity.