Engineering Manager

Ledgebrook

3d•$180,000 - $220,000•Remote

About The Position

At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance. Our speed and service underpin every decision we make, and our rapidly growing team is a testament to our value proposition resonating with the market. You bring the passion and entrepreneurial spirit, and we’ll provide the opportunity to unleash the very best of your talents and skills. Apply now to advance your career at Ledgebrook. We’re looking for an experienced Engineering Manager to lead our growing full stack engineering team and help scale the technology powering Ledgebrook’s underwriting, policy, and data systems. The ideal candidate combines deep technical acumen with strong people leadership — someone who can coach engineers, shape architecture, and partner with product to deliver at Ledgebrook speed. This person will own execution across multiple initiatives spanning frontend, backend, and data-integrated systems, ensuring we deliver reliable, scalable, and elegant software that powers the business forward. You’ll report to the Director of Engineering, working closely with Product Management, Infrastructure, and Data teams to turn ambitious goals into reality.

Requirements

7+ years of professional software engineering experience, including 2+ years leading teams or technical projects
Strong background in full stack development (Python, Typescript, Node.js, React, FastAPI or similar frameworks)
Demonstrated experience managing agile development processes (kanban, scrum, sprint planning, retrospectives)
Experience designing and delivering scalable, production-grade systems in a cloud environment (AWS preferred)
Experience partnering with product on ambiguous business problems rather than waiting for perfectly written stories
Excellent communication and organizational skills; able to translate technical work into clear business impact
Proven ability to recruit, mentor, and develop engineers
Strong sense of ownership and accountability, from architecture through delivery and support

Nice To Haves

Prior startup experience or background in high-growth, high-velocity environments
Experience with CI/CD tooling (GitHub Actions, AWS CodePipeline, Jenkins)
Familiarity with containerization and orchestration (Docker, ECS, Kubernetes)
Exposure to AI/ML systems or integration with LLM-driven workflows
Domain experience in insurance, fintech, or other highly regulated industries, especially underwriting, rating, or policy systems
Experience scaling teams and systems from seed to growth stage

Responsibilities

Lead and mentor a team of full stack engineers, fostering technical excellence, collaboration, and accountability.
Drive agile execution - help run standups, sprint planning, retros, and ensure consistent delivery against roadmap commitments.
Partner with product managers and stakeholders to clarify requirements, define milestones, and deliver business outcomes.
Stay hands-on technically: conduct code reviews, guide architecture decisions, and unblock complex technical challenges.
Own the delivery pipeline - ensure code quality, testing, CI/CD automation, and operational readiness.
Shape our system architecture across Node.js, Typescript, Python, and AWS services to support performance, scalability, and maintainability.
Foster engineering culture that values craftsmanship, transparency, and continuous improvement.
Collaborate with AI/ML engineers to integrate models and automation into internal products and workflows.
Champion DevOps and reliability best practices, ensuring uptime and performance of critical systems.
Scale process and people - recruit, onboard, and grow a high-performing engineering team.