Director Ledger Reconciliation Systems

ImagineX is a tech company that deploys AI-assisted teams to build and secure mission-critical enterprise solutions with our clients – spanning software, data, and AI. Structured like a software company, not a traditional consultancy, we blend deep technical expertise with authentic values, achieving world-class satisfaction (NPS 91). Our dedicated teams specialize in software, data, and AI across the U.S. and LATAM, bridging the gap between boutique agility and enterprise scale. We are seeking a Director of Ledger Reconciliation & Money Movement to take ownership of a complex, business‑critical financial system that sits at the intersection of accounting, payments, and engineering. This is not a traditional finance role — it requires someone who understands how money actually moves through a technical system , where it breaks, and how to architect a long‑term fix. The core challenge: payouts are currently calculated post‑capture instead of post‑settlement . While customer‑favorable, this creates significant internal reconciliation complexity. The system is heavily dependent on tribal knowledge, lacks documentation, and needs a leader who can bring clarity, structure, and a sustainable architectural path forward. This director will serve as the connective tissue between Finance and Engineering — translating requirements, defining the product direction for reconciliation systems, and driving toward a durable, well‑engineered solution. This is a 100% remote full-time opportunity. Key Responsibilities Own the end‑to‑end reconciliation and money movement domain, including ledgering logic, payout flows, and exception handling. Deeply understand how funds move through the current system — where data originates, how it transforms, where it breaks, and why. Document an existing, tribal‑knowledge‑heavy system and turn it into a clear, maintainable, auditable operational model. Lead the architectural direction for a long‑term fix to the post‑capture payout calculation issue, ensuring alignment with both Finance and Engineering. Partner with engineering teams to design and implement scalable, accurate, and resilient reconciliation and ledgering systems. Serve as the primary translator between Finance and Engineering — ensuring both sides understand requirements, constraints, and impacts. Define product requirements, roadmap, and success metrics for reconciliation and money movement systems. Identify root causes of reconciliation discrepancies and drive cross‑functional resolution. Build processes, controls, and reporting frameworks that improve accuracy, transparency, and audit readiness. Provide leadership, clarity, and direction in a domain where ambiguity and complexity are currently high. Required Experience & Skills Director‑level experience in financial systems, payments technology, or a related domain. Strong accounting and financial background — able to understand ledgers, settlement flows, and reconciliation logic. Deep understanding of how money moves through technical systems (capture → settlement → payout → ledgering). Experience designing or owning financial or payment system architecture. Ability to diagnose system-level issues, identify failure points, and guide engineering toward sustainable fixes. Exceptional communication skills — able to speak credibly with both Finance and Engineering and translate between them. Experience leading cross‑functional initiatives with high ambiguity and high business impact. Strong documentation discipline and the ability to turn tribal knowledge into structured, repeatable processes. Nice-to-Have Skills Experience with payout systems, settlement engines, or payment processors. Background in building or modernizing ledgering systems. Familiarity with financial compliance, audit requirements, or SOX‑related controls. Product management experience in financial or payments platforms. Who Thrives Here Leaders who can bring order to complexity and build clarity where none exists. Systems thinkers who understand both the financial logic and the technical architecture behind money movement. Communicators who can bridge Finance and Engineering without losing nuance. Builders who want to own a critical domain and drive it toward a long‑term, well‑engineered solution. SPONSORSHIP UNAVAILABLE