Director, Global Tax Information, Reporting & Withholding (Fintech)

Location: Remote, Bay Area, California, United States

Salary: $198,000–$297,000 USD annually, depending on location zone and qualifications.

Company

hirify.global builds technology and financial services that increase access to the global economy through Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Lead global customer and payee tax reporting, documentation, withholding strategy, governance, and regulatory-change implementation.
• Own Forms 1099 and 1042-S, digital asset reporting, backup and foreign-person withholding, deposits, reconciliations, corrections, and recipient delivery.
• Lead FATCA, Form 8966, CRS, DAC7, Australian, and other local reporting obligations.
• Partner with Product, Engineering, and Data to build and test W-9/W-9 validation, W-8 expiration tracking, TIN matching, reportability, withholding, and remediation logic.
• Manage notices, B-Notice processes, examinations, penalty defense, SOX controls, and Internal Audit coordination.
• Develop the tax reporting team, manage platforms and providers, and deliver an automation roadmap that improves data quality, controls, timeliness, cost, and customer experience.

Requirements

• 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 is strongly preferred.
• Deep expertise in 1099, Chapters 3 and 4, FATCA, and CRS, with hands-on withholding, deposits, reconciliations, and related filings.
• Experience translating tax requirements into tested product specifications and analyzing transaction data.
• Experience rebuilding high-volume workflows and delivering measurable improvements through automation or AI.
• Experience leading high-volume notice, penalty, and examination responses, including reasonable-cause and abatement matters.
• People leadership experience and the ability to communicate reporting risk to technical, business, and executive audiences.

Nice to have

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

Culture & Benefits

• Remote work with market-based U.S. compensation.
• Medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.
• Inclusive workplace and interview accommodations for disabled applicants.
• Technical accuracy, documentation, controls, audit defensibility, and data governance are emphasized.
• hirify.global may use automated AI tools to evaluate applications in accordance with local regulations and privacy laws.

Hiring process

• Candidates may submit up to 9 active applications within a 60-day period.
• Reapplications to the same role are accepted 90 days after a previous application has been reviewed.