At Ledgebrook, we are building an Excess & Surplus (E&S;) lines insurance company that combines deep underwriting and pricing expertise with a up-to-date tech platform fit for the future of insurance– truly a best of both worlds approach. 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. 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. 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.

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. We love working with people who are eager to learn constantly and genuinely excited about the chaotic,



rewarding process of building a company from the ground up.

We have a strict zero-tolerance policy for toxic behaviors. Customer-First Empathy: You are passionate about delivering an exceptional experience to everyone you work with, both inside and outside the company. When things go wrong, you don’t look for blame—you immediately focus on how to fix it.

Team-First Energy: You want to win together as a high-performing team and actively build connections across our remote locations. 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) ~ able to translate technical work into clear business impact ~ Experience with CI/CD tooling (GitHub Actions, AWS CodePipeline, Jenkins) 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 Languages: Python, Typescript Frontend: React Data Stack: Postgres, mysql, kinesis Cloud Infrastructure: AWS, Terraform Competitive salary + meaningful equity ownership ~100% employer-paid health insurance ~100% work from home, flexible schedule ~ Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact [email protected] base salary range for this position is $180,000-220,000 USD. This is a good‑faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting.

Employees in this position are eligible to participate in Ledgebrook’s equity incentive program. #

📌 Engineering Manager Remote - US or Canada - Engineering (Quebec)
🏢 Socotra
📍 Quebec