CFO leading global finance strategy, compliance, digital-asset accounting, and controls. Building scalable infrastructure for Obsidian Systems’ regulated-markets software consultancy.
Responsibilities
Lead forecasting, budgeting, and long-range planning across consulting and product business lines
Ensure compliance across all entities and jurisdictions, including tax filings and reporting requirements
Oversee financial reporting and controls across the growing multi-entity structure
Manage accounting, tax treatment, and treasury implications of consulting contracts paid in digital assets
Support sales and delivery teams with institutional client financial diligence, insurance requirements, security standards, and financial performance disclosures
Build or rebuild the close process, financial controls, and reporting cadence
Manage and develop the finance team, currently consisting of a controller and bookkeeper
Own the fiscal-year close process and maintain audit readiness
Provide clear financial reporting to founders and stakeholders
Serve as an operating partner and strategic leader for the business
Requirements
Proven experience scaling a finance function through significant company growth, ideally through the 100 → 150+ employee range
Hands-on experience building financial models in spreadsheets and directing a team
Multi-entity, global experience across multiple entities and countries
Experience with insurance requirements, security/compliance standards, and financial diligence expectations of large financial institutions
Crypto/digital asset experience required, including accounting, tax, and treasury implications of crypto-denominated revenue
Experience building or significantly maturing financial controls and operating processes
Ability to manage a small team while performing hands-on work
Experience with international entity structuring, reporting, and compliance across London and Asia Pacific regions is a strong plus
Puerto Rico tax and compliance experience preferred
Professional services / consulting business model experience is a plus
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