Staff Engineer

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Must haves

•  8+ years of software engineering experience, including demonstrated Staff-level (or equivalent) impact: shaping architecture and initiatives across multiple components or teams, not only delivering features within a single team

• Proven leadership of ambiguous, multi-quarter technical bets that cut across teams: defining the problem, aligning stakeholders, and delivering durable outcomes

• Proven ability to design end-to-end systems and data models from business domain use cases, with a strong focus on maintainability, testability, and long-term operability

• A strong systems mindset: you design for extensibility, scalability, and performance, and you make the judgment call on how much of that is warranted at the current stage of the product rather than over-building for a scale we do not have yet

• Track record as a force multiplier: elevating peers through architecture reviews, mentorship, and clear technical communication of why / what / how

• Strong full-stack fluency (TypeScript/JavaScript and Python preferred) and the judgment to deep-dive into the hardest problems while keeping portfolio-level outcomes in view

• Experience with CI/CD (GitHub Actions, AWS CodePipeline, Jenkins, or similar) and production debugging/observability

• Excellent verbal and written communication; ability to influence without authority across engineering, product, and business partners

• Demonstrated ability to break down complex, ambiguous technical work into consumable pieces for delivery teams and sequence it by value and dependency

Nice to haves

•  Prior startup or high-growth experience

• Experience with insurance, fintech, or other regulated domain complexity (especially pricing/rating, underwriting workflows, or policy systems)

• Depth in web technologies and frameworks (JS/TS, HTML, CSS/SCSS, React, Angular, Node.js)

• Experience designing systems that integrate third-party platforms (policy admin, data enrichment, document generation) with a buy-over-build mindset where appropriate