Director, Global Tax Operations

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New York, NY, USA
Hybrid
Fintech • Software • Financial Services
Speed, Transparency and Scale for Sophisticated Investors™.
The Role

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 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.


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What the Team is Saying

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Clear Street Compensation & Benefits Highlights

  • Healthcare Strength Health coverage across medical, dental, and vision is described as strong, with multiple notes on good coverage and reasonable costs. Feedback suggests FSA/HSA and mental-health options complement the core plans.
  • Wellbeing & Lifestyle Benefits Day-to-day perks such as commuter benefits, lunch stipends/free meals, stocked kitchens, and office events are consistently highlighted, especially in hub offices. Feedback suggests these tangible perks add meaningful everyday value.
  • Leave & Time Off Breadth Vacation, paid holidays, and sick time are portrayed as solid, with recent updates indicating well-regarded PTO. Feedback suggests time-off policies are workable and appreciated.

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The Company
HQ: New York, NY
581 Employees
Year Founded: 2018

What We Do

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.

Why Work With Us

Clear Street has thoughtfully cultivated a team that combines problem-solving engineers with financial industry experts across clearing platforms, compliance, and more. The company is focused on building a team that is motivated to tackle fintech innovation and create a collaborative work culture for everyone.

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Clear Street Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

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.

Typical time on-site: 4 days a week
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