Associate - 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 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

The Role

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.

Key Responsibilities:

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.

Requirements

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.

We Offer:

The Base Salary Range for this role is $90,000-115,000. 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 Clear Street's total compensation. The range stated does 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. As such, 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.