Block is one company built from many blocks, all united by the same purpose of economic empowerment. The blocks that form our foundational teams — People, Finance, Counsel, Hardware, Information Security, Platform Infrastructure Engineering, and more — provide support and guidance at the corporate level. They work across business groups and around the globe, spanning time zones and disciplines to develop inclusive People policies, forecast finances, give legal counsel, safeguard systems, nurture new initiatives, and more. Every challenge creates possibilities, and we need different perspectives to see them all. Bring yours to Block.

The Role

You will lead customer and payee tax reporting, documentation, and withholding across Square, Cash App, Afterpay, and our other Block businesses. You will also lead the team and providers, embed requirements in products and onboarding, modernize operations to improve compliance and customer experience.

You Will

Own global reporting and withholding strategy, governance, and implementation of regulatory changes.
Own Forms 1099 and 1042-S, including filing, recipient delivery, reconciliations, and corrections. Lead digital asset reporting, including applicable cost basis and transfer-reporting requirements.
Own backup and foreign-person withholding, including under Chapters 3 and 4, state obligations, deposits, reconciliations, and Forms 945 and 1042.
Lead applicable FATCA, Form 8966, CRS, DAC7, Australian and other local reporting.
Partner with Product, Engineering, and Data to build and test documentation, reportability, withholding, and reporting logic, including W-9/W-9 validation, W-8 expiration tracking, TIN matching, and remediation. .
Lead notices, B-Notice processes, examinations, and penalty defense, including CP2100/CP2100A, Notice 972CG, reasonable cause, and abatement. .
Own reporting and withholding controls; coordinate SOX requirements with Tax Reporting and Internal Audit.
Develop the team and manage platforms and providers, with clear responsibilities, review standards, escalation, and backup coverage.
Deliver an automation roadmap with Tax Technology and Engineering, improving data quality, controls, timeliness, cost, and customer experience.

You Have

10+ years of information reporting and withholding experience, including high-volume operations in payments, fintech, digital assets, or financial services.
Bachelor's degree in Accounting, Finance, or a related field. CPA, MST, or JD strongly preferred.
Deep 1099, Chapters 3 and 4, FATCA, and CRS expertise, with hands-on withholding, deposit, reconciliation, and related filing experience. .
Experience translating tax requirements into tested product specifications; advanced transaction-data analysis skills.
Experience rebuilding high-volume workflows and delivering measurable improvements through automation or AI.
Experience leading high-volume notice, penalty, and examination responses, including reasonable and abatement.
People leadership and clear communication of reporting risk to technical, business, and executive audiences

Even Better

Form 1099-DA or other digital asset reporting implementation.
Platform implementation or migration, high-volume corrections, and coordination with Support, Legal, and Compliance.

Technologies We Use and Teach

We expect tax leaders to redesign processes, implement AI and automation, and develop team capabilities. Validate outputs and maintain technical accuracy, documentation, controls, and audit defensibility within Block's data governance and privilege protocols.

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.