• Work directly with clients: proactive year-round tax insights, white-glove delivery. • Prepare, review, and file individual returns for HNW households (starting $1M to $25M net worth) plus related business returns. • Own equity-comp planning: ISO/NSO/RSU/ESPP, AMT crossover, 83(b), QSBS, 409A, secondary sales, IPO/liquidity events. • Help build the Tax Brain: break complex decisions into logic an engineer can code; review AI advice and correct it. • Solve edge cases: AMT, wash sales, multi-state allocation, QSBS, pass-through optimization.

• Lead tax information reporting compliance processes, including Forms 1099 and 1098, related corrections, reconciliations, documentation, and annual filing requirements. • Manage backup withholding processes, including identifying withholding triggers, supporting calculation and remittance workflows, and maintaining related compliance controls. • Oversee tax ID verification processes, including W-9 collection, TIN matching, exception resolution, and remediation of invalid or missing taxpayer information. • Manage IRS notice resolution, including B-notices, penalty notices, filing discrepancies, and related correspondence with tax authorities or external advisors. • Partner with Product, Engineering, Data, Operations, Servicing, Legal, Compliance, Finance, and Accounting teams to translate tax reporting requirements into practical business, data, systems, and customer support requirements. • Collaborate with Servicing and Operations teams to improve customer-facing tax workflows, support clear customer communications, resolve escalations, and deliver an efficient and compliant customer experience. • Advise on and help implement tax infrastructure improvements that reduce manual work, improve data quality, strengthen controls, and support automated tax information reporting workflows. • Support indirect tax compliance processes, which may include filings, reconciliations, registrations, exemption documentation, or business advisory support, depending on company needs. • Monitor changes in tax information reporting and related compliance requirements and assess impacts to Upstart’s processes, systems, controls, and customer-facing workflows.

• Manage complex escalations: Own high-risk, cross-functional issues, ensuring timely resolution and closure. • Investigate root causes: Conduct deep-dive analyses into recurring operational problems to distinguish systemic issues from isolated incidents. • Drive operational visibility: Provide insights into friction points and mitigation strategies using metrics and reporting. • Partner cross-functionally: Collaborate with operations, product, and leadership to resolve operational blockers and advocate for permanent solutions. • Navigate ambiguity: Connect relevant people, data, and context to bring clarity to unstructured situations. • Support operational readiness: Prepare for external regulatory or system changes to support new capabilities. • Elevate the experience: Improve operator and user experiences through strategic prevention and resolution frameworks.

• Preparation of complex tax returns for high-net-worth individuals and their related business and investment entities. • Analysis of client books (e.g. QBO) for extraction of pertinent tax data and to propose year-end adjustments where appropriate. • Serve as the primary point of contact for external client communications regarding tax matters, ensuring a high level of service and responsiveness • Prepare Quarterly & Year-End Tax Projections for clients and compute estimated tax payments. • Perform tax research and recommend solutions to client tax questions as needed. • Act as point person for assigned clients, responding to technical questions and requests from clients and/or advisors as they arise.