Senior Associate, U.S Tax Operations

About Clear Street:

Clear Street is building new infrastructure for today’s financial institutions. Founded in 2018, Clear Street is an independent, non-bank prime broker replacing the legacy infrastructure used across the capital markets today. 

We started from scratch by building a completely cloud-native clearing and custody system designed for today’s complex global markets. Clear Street’s proprietary prime brokerage platform adds significant efficiency to the market, while focusing on minimizing risk and cost for clients regardless of size or revenue opportunity. Our goal is to create a single source-of-truth platform for every asset class, in every country, and in any currency.

By combining highly-skilled product and engineering talent with seasoned finance professionals, we’re building the essentials to compete in today’s fast-paced markets.

The Team

The Asset Servicing team is responsible for ensuring compliance with U.S. Information Reporting and Withholding obligations that support our institutional brokerage and custody business. The team focuses on accuracy, timeliness, and risk management in executing key tax processes. Core responsibilities include:

• U.S. Tax Information Reporting (Forms 1099, 1042-S, 1042)
• U.S. Withholding Tax Compliance (Chapters 3, 4, 61, 871(m), 1446(f), 305(c))
• Nonresident Alien (NRA) withholding and treaty eligibility validation
• Tax documentation and W-8/W-9 validation
• Cost Basis and Wash Sale Reporting
• Partnering with Legal, Compliance, Operations, and Technology on cross-functional initiatives
• Driving improvements through automation and process enhancements

The Role

The Senior Associate of U.S. Tax Operations will assist in the day-to-day execution of tax withholding and reporting activities. This is a hands-on role that requires strong technical knowledge U.S. Information Reporting and Withholding obligations and practical experience applying them in a fast-paced broker-dealer or custody environment. The successful candidate will ensure accuracy in reporting, apply complex withholding rules, and work directly with data and systems to deliver results.

Key Responsibilities:

• Prepare and file U.S. information returns including 1099, 1042-S, and related IRS filings.
• Calculate, apply, and reconcile U.S. withholding under Chapter 3, Section 871(m), Section 305(c), and 1446(f).
• Review and validate tax documentation (W-8/W-9), ensuring correct withholding and treaty eligibility.
• Perform reconciliations of withholding and reporting data to ensure accuracy and completeness.
• Support operational processes for cost basis and wash sale reporting.
• Respond to and support IRS, audit, and regulatory inquiries with detailed documentation and analysis.
• Execute test cases and provide feedback for tax reporting and withholding system enhancements.
• Partner with Operations and Technology teams to troubleshoot data issues and improve automation.
• Maintain detailed process documentation and contribute to continuous process improvements.

Requirements

• 3–5 years of hands-on experience in U.S. tax operations or compliance, with direct responsibility for information reporting and withholding.
• Strong technical knowledge of IRS obligations under Chapter 3, Chapter 4 (FATCA), Section 61, 871(m), and 1446(f).
• Practical experience with broker-dealer, prime brokerage, or custodial operations preferred.
• 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.

We Offer:
The Base Salary Range is $100,000 - $125,000. These ranges are representative of the starting base salaries for this role at Clear Street. Which range a candidate fits into and where a candidate falls in the range will be based on job related factors such as relevant experience, skills, and location. These ranges represent Base Salary only, which is just one element of Clear Street's total compensation. The ranges stated do not include other factors of total compensation such as bonuses or equity.

At Clear Street, we offer competitive compensation packages, company equity, 401k matching, gender neutral parental leave, and full medical, dental and vision insurance. Our belief has always been that we are better as a business when we are all together in person. We are requiring employees to be in the office 4 days per week. In-office benefits include lunch stipends, fully stocked kitchens, happy hours, a great location, and amazing views.

Our top priority is our people. We’re continuously investing in a culture that promotes collaboration. We help each other through challenges and celebrate each other's successes. We believe that modern workplaces succeed by virtue of having high-performance workforces that are diverse — in ideas, in cultures, and in experiences. We put in the effort to make such a workplace a daily reality and are proud to be an equal opportunity employer.  #LI-HYBRID