Director, Global Tax Operations

About Clear Street: 

Clear Street is modernizing the brokerage ecosystem. Founded in 2018, Clear Street is a diversified financial services firm replacing the legacy infrastructure used across capital markets.

We started from scratch by building a completely cloud-native clearing and custody system designed for today’s complex, global market. Clear Street’s proprietary prime brokerage platform adds significant efficiency to the market, while focusing on minimizing risk, redundancy, and cost for clients. 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 a wide range of operational and tax compliance functions in support of our institutional brokerage and clearing business. These functions include, but are not limited to, the following:

• U.S. Tax Information Reporting (Forms 1099, 1042-S, 1042, etc.)
• Canada and Puerto Rico Information Reporting
• U.S. Withholding Tax Compliance (Chapters 3, 4, 1446(f), 871(m), 305c, etc)
• Nonresident Alien (NRA) withholding and treaty eligibility validation
• Cost Basis and Wash Sale Reporting
• FATCA and CRS due diligence and compliance coordination
• Documentation and W-8/W-9 validation
• Tax withholding and reporting for complex instruments, including equity derivatives
• Oversight of global tax operations policies and controls including Financial Transaction Tax (FTT)
• Partnering with legal, compliance, operations, and product to support cross-border tax initiatives
• Driving continuous improvements and automation through idea sharing, cross-functional collaboration, and cross-training

The Role:
The Director of Global Tax Operations will lead a team responsible for managing and overseeing the Global tax information reporting and withholding obligations associated with our broker-dealer and clearing operations. The role will focus heavily on regulatory compliance, data integrity, risk mitigation, and partnership with internal stakeholders across Legal, Compliance, Operations, and Technology. Key areas of focus include:

• Oversight and operational execution of U.S. tax withholding requirements under Chapter 3 (NRA withholding), 871(m) (dividend equivalent payments), and 1446(f)
• Oversight and operational execution of our Global Information Reporting Responsibilities across the various Clear Street entities
• Ensuring timely and accurate filing of information returns including 1099, 1042-S, and related forms, as well as year-end and periodic tax filings
• Governance and control oversight for tax documentation (W-8/W-9) validation and withholding application
• Managing the operational impact of tax regulations across multiple product types (e.g., U.S. equities, fixed income, derivatives, foreign securities)
• Supporting internal audits, regulatory reviews, and inquiries related to tax compliance
• Contributing to the enhancement of tax processing systems through business requirements, UAT, and strategic projects
• Representing the Asset Servicing function in firm-wide tax governance initiatives
• Leading and mentoring a team of tax operations professionals

Requirements:

• Minimum of 10 years of experience in tax operations or tax compliance, with a strong focus on U.S. information reporting and withholding
• In-depth knowledge of IRS regulations under Chapter 3, 4 (FATCA), 61, 871(m), and 1446(f) rules among others
• Experience working within a broker-dealer, custodian, or financial institution
• Experience working within a Prime Brokerage business is a plus
• A detail and control-oriented mindset
• Proven leadership and managerial experience in a high-volume, regulatory-focused operations environment
• Familiarity with IRS reporting systems (e.g. FIRE, EFTPS), and tax documentation platforms
• Strong project management skills and experience collaborating with internal stakeholders
• Excellent communication and interpersonal skills with the ability to present to senior stakeholders
• Series 99 and/or Series 7 preferred or willingness to obtain

We Offer: 

The Base Salary Range for this role is $160,000-225,000. This range is representative of the starting base salaries for this role at Clear Street. Where a candidate falls in this range will be based on job related factors such as relevant experience, skills, and location. This range represents Base Salary only, which is just one element of