Alpaca - Director, Tax Reporting and Cost Basis
Upload My Resume
Drop here or click to browse · Tap to choose · PDF, DOCX, DOC, RTF, TXT
Requirements
• 3+ years of hands-on tax reporting and/or cost basis experience at a securities broker-dealer • Direct experience with Composite 1099 statements and Forms 1042-S production • Working knowledge of Chapter 3 and Chapter 4 withholding and reporting requirements • Working knowledge of Form W-8IMY analysis and application, such as Qualified Intermediaries, Non-Qualified intermediaries and both fully disclosed and omnibus arrangements • Experience acting as or supporting a withholding agent • Series 7 registration (or ability to obtain) • Strong understanding of IRS regulations covering securities products (equities, options, fixed income) • Exceptional attention to detail with strong documentation and reconciliation skills • Comfortable operating in evolving environments where processes are still being built • Proven ability to manage multiple priorities while maintaining accuracy and deadlines • Clear communicator across Slack, email, and ticketing systems with a strong sense of ownership • Who You Might Be (Nice-to-Haves): • Bachelor’s degree or equivalent practical experience • Experience supporting a global or cross-border customer base • Familiarity with Chapter 3, Chapter 4, and FATCA classifications, withholding statements, and complex ownership structures • Exposure to digital asset tax reporting and emerging regulatory requirements • Process and automation-oriented mindset • Ability to retain, structure, and document institutional knowledge • Foundational technical fluency (APIs, data models, system integrations) to partner effectively with Engineering and Product • Previous experience working with FIS (formerly Wall Street Concepts) Tax Reporting Manager • How We Take Care of You: • Competitive Salary & Stock Options • Health Benefits • New Hire Home-Office Setup: One-time USD $500 • Monthly Stipend: USD $150 per month via a Brex Card • Alpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce. • Recruitment Privacy Policy
Responsibilities
• As the Manager, Tax Reporting and Cost Basis, you will serve as the right-hand and operational backup to the Senior Manager of Tax Reporting and Cost Basis Operations. This role combines hands-on execution with strategic oversight, ensuring tax reporting, cost basis, and withholding operations run smoothly, accurately, and on time. • You will play a critical role in ensuring accurate U.S. tax reporting, withholding, and regulatory compliance across domestic and cross-border accounts, including fully disclosed and omnibus-style arrangements, while partnering closely with Product, Engineering, and Operations to scale and mature Alpaca’s tax program. • Things you get to do: • Lead annual tax reporting cycles, including timely and accurate production of Composite 1099 statements and Forms 1042-S • Execute and oversee withholding agent responsibilities under Chapter 3, Chapter 4 (FATCA), and backup withholding • Prepare, file, and reconcile Forms 1042 and 945, including timely tax deposits and reconciliation of reported amounts • Ensure compliant setup and execution of tax reporting and withholding for complex ownership structures, including: Qualified Intermediaries, Non-Qualified intermediaries, fully disclosed and omnibus arrangements • Serve as an internal SME on beneficial owner determination, withholding rates, and reporting responsibility • Review and operationalize W-8BEN, W-8BEN-E, and W-8IMY documentation, including withholding statements and income allocation • Manage Alpaca’s tax reporting vendor, FIS, relationship, including data quality, error and warning remediation, delivery timelines, and process improvements • Coordinate and respond to tax-related audits, examinations, and IRS notices (e.g., CP2100) • Act as a backup to the Senior Manager, ensuring continuity of tax reporting and cost basis operations • Partner with Product, Engineering, Legal, and Compliance on tax reporting requirements, system enhancements, and program scalability
Benefits
• New Hire Home-Office Setup: One-time USD $500 • Monthly Stipend: USD $150 per month via a Brex Card • Alpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce. • Recruitment Privacy Policy
No credit card. Takes 10 seconds.