Associate - Tax Operations

Clear Street’s mission is to give every sophisticated investor access to every asset, in every market, through a unified platform built for speed, transparency and scale.

We give our clients the technology, tools, and service once reserved for the largest institutions, rebuilt with modern infrastructure. Our single, cloud-native, end-to-end capital markets platform powers investor growth today and is transforming how they can interact with markets tomorrow.

For more information, visit https://clearstreet.io.

The Global Tax Operations is responsible for ensuring compliance with Clear Street Group; This includes U.S. information reporting and withholding, FATCA, CRS, QI/QDD and securities taxation and filing obligations globally. The team works closely with all business lines including institutional brokerage, custody and retail businesses. This is an integrated team providing guidance on securities taxation obligations, managing tax risk and running tax processes.

Within this expert group US Tax Ops team is responsible across all booking locations for:

• S. Withholding Tax Compliance (Chapters 3, 4, 61, 871(m), 1446(f), 305(c))

• Cost Basis and Wash Sale Reporting

• S. Tax Information Reporting (Forms 1099, 1042-S, 1042)

• Nonresident Alien (NRA) withholding and treaty eligibility validation

• Tax documentation and W-8/W-9 validation

This is a hands-on, data-driven operational role requiring a foundational understanding of U.S. information reporting and withholding obligations. You will maintain daily tax records, collaborate with third-party providers, and support the broader Global Tax Operations team to deliver accurate, timely client reporting and annual Form 1099 & 1042-S filings within a fast-paced broker-dealer, custody, and retail environment.

• Review and cleanse tax information day-to-day.

• Review and validate tax documentation (W-8/W-9).

• Calculate, apply, and reconcile U.S. withholding under Chapter 3, Section 871(m), Section 305(c), and 1446(f).

• Prepare and file U.S. information returns including 1099 Series, 1042-S, and related IRS filings.

• Perform reconciliations of withholding and reporting data ensuring accuracy and completeness.

• Respond to and support IRS, audit, and regulatory inquiries.

• Execute test cases for tax reporting and withholding system enhancements.

• Partner with Operations & Technology to resolve data issues and streamline automation.

• Maintain detailed process documentation and contribute to continuous process improvements.

• 1-3 years of hands-on experience in tax operations

• Experience of and U.S. information, reporting & withholding obligations

• Technical knowledge of IRS obligations under Chapter 3, Chapter 4 (FATCA), Chapter 61, §871(m), and s.1446(a) and (f).

• Practical experience with broker-dealer, prime brokerage and custodial operations

• Familiarity with IRS systems (FIRE, EFTPS & the forthcoming IRIS system) and tax documentation platforms.

• Proven ability to work with large data sets, reconcile reporting / withholding amounts, and identify discrepancies.

• Detail-oriented, with a control and risk-focused mindset.

• Strong problem-solving skills and ability to work independently in a fast-paced environment.

• Excellent communication skills to coordinate with internal stakeholders and respond to regulatory queries.

• Series 99 and/or Series 7 preferred, or willingness to obtain.