CrawlJobs Logo

Senior Associate, U.S Tax Operations

clearstreet.io Logo

Clear Street

Location Icon

Location:
United States, New York

Category Icon
Category:
Finance

Job Type Icon

Contract Type:
Not provided

Salary Icon

Salary:

100000.00 - 125000.00 USD / Year

Job Description:

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.

Job Responsibility:

  • 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

Nice to have:

Series 99 and/or Series 7 preferred

What we offer:
  • competitive compensation packages
  • company equity
  • 401k matching
  • gender neutral parental leave
  • full medical, dental and vision insurance
  • lunch stipends
  • fully stocked kitchens
  • happy hours

Additional Information:

Job Posted:
December 07, 2025

Employment Type:
Fulltime
Work Type:
On-site work
Job Link Share:
Welcome to CrawlJobs.com
Your Global Job Discovery Platform
At CrawlJobs.com, we simplify finding your next career opportunity by bringing job listings directly to you from all corners of the web. Using cutting-edge AI and web-crawling technologies, we gather and curate job offers from various sources across the globe, ensuring you have access to the most up-to-date job listings in one place.