Careers > OPEN POSITION
Lead Software Engineer – ML & LLMs
Remote - US or Canada
Ledgebrook is a tech-enabled E&S MGA on a mission to modernize Specialty insurance. The industry is burdened with legacy technology and inefficient processes, preventing innovation at scale. We are changing that. Our goal is to become the best in-class full stack insurance and re/insurer, leveraging AI and data-driven insights to revolutionize underwriting, pricing, and risk selection.
We believe in talent density—fewer, better people working together as one. We win as a team, and our success is shared through generous equity packages for all employees.
We’re seeking a Lead Software Engineer – Machine Learning & LLMs to drive AI innovation and automation within our underwriting processes. You’ll be responsible for designing and implementing machine learning models that will significantly scale our underwriting capabilities, with the goal of enabling a fully autonomous rating engine.
This is a high-impact role focused on building and deploying machine learning and large language model (LLM) solutions. You’ll work at the intersection of AI, predictive analytics, and insurance automation, delivering production-grade solutions that will help Ledgebrook become a multi-billion-dollar company.
What You’ll Work On
Tech Stack
Why Join Ledgebrook?
At Ledgebrook, we Care, Strive, and Thrive Together—and we’re building the future of insurance!
Here at Ledgebrook we are passionate about creating a team that is on a continuous learning journey and that shares our excitement about building a company from the ground up. Some of the characteristics we hold dear are:
Must haves
Nice to Haves
Ledgebrook is a tech-enabled E&S MGA dedicated to the wholesale distribution channel. Our mission is to provide our wholesale brokers with the fastest, easiest quoting experience while delivering best-in-class pricing and risk selection. Ledgebrook’s guiding principle is to eliminate friction for both our wholesalers and our underwriters.
Our next-gen tech stack supports faster, risk differentiated solutions to be crafted and delivered in response to the fast-paced needs of the E&S market. Our data driven approach seeks to unlock more opportunities and value from every submission received, leading to a faster ‘yes’ more frequently, but may also lead to a quick ‘no’.
We are motivated and structured to move faster than traditional insurance organizations. To fully align business objectives with a long-term view that supports our culture and values, all employees will have the opportunity to participate in company ownership through equity grants. We aim to deliver a highly compelling overall employee value proposition and a total compensation package that couples equity grants with base pay and benefits offerings.
At Ledgebrook, as a unified team of company stewards, we will Care, Strive and Thrive together!
and meaningful equity ownership
100% employer-paid option available
available include 401k plan, dental, vision & other options
flexible hours
time off policy
autonomy, purpose
and meaningful equity ownership
autonomy, purpose
flexible hours
time off policy
Ledgebrook’s journey has just begun and you’ll have the opportunity, along with our growing team, to help navigate our course.
Are you up for joining the Ledgebrook journey? If so, apply now!
