Careers > OPEN POSITION
Engineering Manager - Finance & ERP Systems
Remote - US or Canada
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.
Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.
At Ledgebrook, everything we do is driven by our culture: Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star; fewer, better people working together as one. To that end we’ve replaced all individual incentives with generous equity packages. We play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook’s success.
Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We’re a fully remote team prioritizing impact, ownership, and collaboration.
We are looking for a Finance Systems Engineering Manager to lead the design and operation of Ledgebrook’s finance systems platform.
This role sits within Engineering but works closely with Finance, Accounting, Actuarial, and Operations to build the systems that power financial reporting, premium accounting, claims accounting, billing, and reinsurance operations.
You will own the architecture around Workday Financials and its surrounding integrations, helping build the finance technology foundation needed to scale Ledgebrook from MGA to full-stack carrier.
This role reports to the VP of Engineering and partners closely with Finance leadership.
Tech Stack
What You’ll Do
Own Finance Systems Architecture
Lead the design and evolution of Ledgebrook’s finance systems centered around Workday Financials, ensuring they support scaling premium volume and product expansion.
Build systems supporting:
Systems Design & Integrations
Design integrations between Workday and core insurance systems including:
Define data mappings, reconciliation logic, validation rules, and error handling for finance workflows.
Finance Process Automation
Work with Finance, Accounting, and Actuarial teams to design scalable workflows for:
Translate manual processes into system-driven, automated workflows.
Reporting & Finance Data
Build and maintain Workday reports and financial data flows used for:
Ensure outputs align with audit controls and regulatory requirements
Delivery & Leadership
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
Experience implementing ERP integrations using:
Experience designing data flows between operational systems and finance platforms
Strong understanding of finance processes including:
Ability to translate finance workflows into scalable system architecture.
Nice to Haves
Experience with insurance finance systems, including:
Experience implementing finance systems in high-growth startups
Exposure to Workday Prism or Adaptive Planning
Important - note is only for candidates applying from the U.S.:
Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer visa sponsorship at this time.”
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!