Staff Engineer leading scalable software architecture for Ledgebrook, an InsurTech MGA modernizing specialty insurance. Building underwriting, rating, claims, and LLM-powered workflows.
Responsibilities
Serve as the technical leader for software spanning multiple business and engineering workflows
Shape architecture and technical direction across underwriting, rating, claims, and shared services
Lead design reviews and advise teams on complex design and implementation decisions
Drive wide-reaching technical initiatives end to end and communicate their value, status, and progress
Design and implement critical frontend and backend components using TypeScript/JavaScript, Node.js, and Python
Deep-dive into complex systems while connecting technical excellence to business outcomes
Partner with product managers, designers, engineering managers, and domain experts to create scalable solutions
Raise engineering quality through design documentation, code review, observability, and CI/CD practices
Mentor senior engineers, unblock teams, transfer institutional knowledge, and develop staff-level impact
Apply build-vs-buy judgment and prioritize technology investments that improve underwriting and rating/data capabilities
Design and ship LLM-powered workflows to improve underwriter and operator productivity
Requirements
8+ years of software engineering experience, including demonstrated Staff-level (or equivalent) impact
Proven leadership of ambiguous, multi-quarter technical bets spanning teams
Ability to design end-to-end systems and data models from business domain use cases
Strong systems mindset focused on extensibility, scalability, performance, maintainability, testability, and operability
Track record of elevating peers through architecture reviews, mentorship, and technical communication
Strong full-stack fluency; TypeScript/JavaScript and Python preferred
Experience with CI/CD, including GitHub Actions, AWS CodePipeline, Jenkins, or similar
Production debugging and observability experience
Excellent verbal and written communication
Ability to influence across engineering, product, and business partners
Ability to break down complex, ambiguous technical work into deliverable pieces and sequence it by value and dependency
Prior startup or high-growth experience (nice to have)
Experience with insurance, fintech, or other regulated domains (nice to have)
Experience with JS/TS, HTML, CSS/SCSS, React, Angular, and Node.js (nice to have)
Experience integrating third-party platforms (nice to have)
Candidates in the U.S. must be authorized to work in the United States without current or future employer-sponsored work authorization
Candidates in Poland must be authorized to work in Poland without current or future employer-sponsored work authorization
Candidates in Canada must be authorized to work in Canada without current or future employer-sponsored work authorization
Benefits
Full remote flexibility and asynchronous work culture
Unlimited PTO and fully paid sick leave
Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options
401(k)
Company-paid life insurance
Disability coverage
High degree of ownership and autonomy
Opportunity to help build and shape a growing company
Meaningful impact while working alongside an ambitious, high-performing team
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