Director, Financial Systems Engineering

About Extend: Extend is revolutionizing the post-purchase experience for retailers and their customers by providing merchants with AI-driven solutions that enhance customer satisfaction and drive revenue growth. Our comprehensive platform offers automated customer service handling, seamless returns/exchange management, end-to-end automated fulfillment, and product protection and shipping protection alongside Extend's best-in-class fraud detection. By integrating leading-edge technology with exceptional customer service, Extend empowers businesses to build trust and loyalty among consumers while reducing costs and increasing profits. Today, Extend works with more than 1,000 leading merchant partners across industries, including fashion/apparel, cosmetics, furniture, jewelry, consumer electronics, auto parts, sports and fitness, and much more. Extend is backed by some of the most prominent technology investors in the industry, and our headquarters is in downtown San Francisco. About the Role: Extend runs a service-contract business where every dollar must be traceable from inbound merchant data, through our operational and analytics databases, into the accounting system, and back out to obligor, reinsurer, and audit reporting. This role owns the systems and controls that keep that traceability automated, tested, and auditable as the business scales. We are looking for a Director, Financial Systems Engineering to lead that work. The scope includes the invoicing logic, the financial data models the business reports from, and the automated controls that validate results before they reach an invoice. You’ll report into Engineering leadership, and you’ll lead a team of individual contributors. This is a hands-on technical leadership role. You will own SQL and dbt models in version control, review and approve changes to the logic that produces reported numbers, and answer for the correctness of what comes out. You will also own the cross-functional escalation path across Solutions Engineering, Product Engineering, Data Engineering, Finance, Revenue/Go-to-Market, and Accounting when commercial commitments and system behavior need to be reconciled. You will have wide latitude to shape how financial controls and revenue assurance work at a company growing quickly, including how much of that is handled in code. 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, so that variances surface quickly and are routed to an owner. • Own the invoicing logic and the programmatic controls that keep contracted commercial terms accurately reflected in it. • Own the financial data models the business reports from, including the logic that recognizes contract revenue as contracts mature and the record of what claims cost us. These live in the shared dbt repository and follow its platform standards for tests, PR review, and change control. You own the business logic in these models and review every change to it. • Partner with the merchant integration and Data Engineering teams on merchant configuration. They own ingestion and mapping. You facilitate internal audits of how inbound merchant formats map to internal representations, and work with them to resolve what those audits surface, so that expense and contract attribution holds up downstream. • Own the exception and reconciliation-break process , covering triage, resolution ownership, and root-cause tracking with SLAs on detection latency, so that findings inform systemic improvements. • Partner with Revenue/Go-to-Market on merchant escalations, in