Director, Financial Systems Engineering

About the Role:

Extend operates a service-contract business where every dollar must be traceable from inbound merchant data through operational and analytics databases, into the accounting system, and back to obligor, reinsurer, and audit reporting. This role is responsible for leading the systems and controls that ensure this traceability remains automated, tested, and auditable as the business scales.

We are seeking a Director, Financial Systems Engineering to lead this work. The scope includes the invoicing logic, financial data models used for business reporting, and automated controls that validate results before they reach an invoice. This role reports to Engineering leadership and involves leading a team of individual contributors.

This is a hands-on technical leadership role. Responsibilities include owning SQL and dbt models in version control, reviewing and approving changes to the logic producing reported numbers, and ensuring the correctness of outputs. You will also manage cross-functional escalations across Solutions Engineering, Product Engineering, Data Engineering, Finance, Revenue/Go-to-Market, and Accounting when commercial commitments and system behavior need reconciliation.

You will have significant autonomy in shaping how financial controls and revenue assurance operate within a rapidly growing company, including determining how much of this is handled programmatically.

What You’ll Do:

• Own the reconciliation system across contracts sold, merchant invoicing, claims paid, and servicing reimbursements. Build automated tie-outs with alerting between inbound merchant data, operational databases, the analytics warehouse, the accounting system, and external reporting, ensuring variances are quickly detected and routed to an owner.
• Own the invoicing logic and programmatic controls that ensure contracted commercial terms are accurately reflected in invoicing.
• Own the financial data models used for business reporting, including the logic recognizing contract revenue as contracts mature and the record of what claims cost us. These models live in the shared dbt repository and follow platform standards for tests, PR review, and change control. You will own the business logic in these models and review every change to them.
• Partner with the merchant integration and Data Engineering teams on merchant configuration. Facilitate internal audits of how inbound merchant formats map to internal representations and resolve any issues to ensure expense and contract attribution holds up downstream.
• Own the exception and reconciliation-break process, including triage, resolution ownership, and root-cause tracking with SLAs on detection latency, ensuring findings inform systemic improvements.
• Partner with Revenue/Go-to-Market on merchant escalations, including direct merchant engagement on billing questions, and coordinate across Solutions Engineering, Product Engineering, Data Engineering, Finance, and Accounting to ensure timely resolution.
• Partner with Revenue/Go-to-Market during deal structuring to confirm that proposed terms are supportable by the systems at contract signing.
• Prepare obligor, reinsurer, and audit reporting on contracts, liabilities, and claims, and partner with the Controller on review and presentation.
• Identify team needs from business needs and grow the team accordingly.

What We’re Looking For:

• Advanced SQL and dimensional data modeling. You will own, review, and change the transformation logic behind financial reporting in a cloud data warehouse (Snowflake). You are accountable for this logic rather than just a consumer of it.
• Analytics engineering practice. Experience owning financial or analytical models in dbt (or equivalent) under version control, with testing, PR review, CI, and controlled change of the logic producing reported numbers. Python for data validation or reconciliation tooling is a plus.
• Experience designing order-to-cash systems and automated reconciliation controls at scale.
• Deep revenue recognition expertise, including ownership of the logic recognizing revenue on multi-year service contracts as they mature, and the ability to document and defend technical accounting positions with external auditors.
• NetSuite functional depth in billing, invoicing, and revenue, including segment and subsidiary attribution, and comfort reasoning about how it integrates with upstream systems.
• Strong written communication and a record of building alignment across Finance, Accounting, and Engineering partner teams.
• Prior experience leading individual contributors in a technical or analytics engineering function.
• Bonus: experience with merchant reconciliation, warranty or service contract programs, or obligor and reinsurer reporting.