About The Position

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. 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: A passion for building technology that drives real business impact and elevates customer experience A desire to lead by example — mentoring others while staying connected to the code and architecture Intellectual curiosity and a drive to improve processes and systems rather than accepting the status quo The ability to balance strategic thinking with tactical execution in a fast-moving environment A strong drive and desire to win together as a high-performing team A moral compass to “do the right thing, period” — we have zero tolerance for toxic behaviors

Requirements

  • 7+ years working with ERP or finance systems
  • Hands-on experience with Workday Financials, including reporting and integrations
  • Experience implementing ERP integrations using: EIB Core Connectors Workday Studio APIs
  • Experience designing data flows between operational systems and finance platforms
  • Strong understanding of finance processes including: general ledger billing reconciliation financial reporting
  • Ability to translate finance workflows into scalable system architecture.

Nice To Haves

  • Experience with insurance finance systems, including: premium accounting claims accounting reinsurance bordereaux reporting
  • Experience implementing finance systems in high-growth startups
  • Exposure to Workday Prism or Adaptive Planning

Responsibilities

  • 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: premium accounting claims accounting billing and cash application commissions reinsurance accounting financial reporting
  • Systems Design & Integrations
  • Design integrations between Workday and core insurance systems including: underwriting systems claims systems billing platforms reinsurance systems actuarial tools the data warehouse
  • 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: premium accounting claims accounting billing and collections reinsurance settlements financial reporting
  • Translate manual processes into system-driven, automated workflows.
  • Reporting & Finance Data
  • Build and maintain Workday reports and financial data flows used for: premium and claims reporting profitability analysis financial close processes
  • Ensure outputs align with audit controls and regulatory requirements
  • Delivery & Leadership
  • Own delivery of finance system changes including configuration, testing, UAT, and deployment.
  • Lead and mentor a small team responsible for finance systems and integrations as the platform grows.

Benefits

  • Competitive salary + meaningful equity ownership
  • 100% employer-paid health insurance
  • 100% remote work, flexible hours
  • Unlimited paid time off
  • Work with an ambitious, smart, fun team to transform a $1T global industry
  • Ownership, autonomy, purpose
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