Stephen Josey

Counsel

Tax

“I regularly draw upon the skills and knowledge that I gained from government experience to assist clients in resolving their tax disputes efficiently and fairly.”

Stephen Josey of Vinson and Elkins New York

Overview

Stephen Josey is a tax controversy and litigation lawyer who represents high-net-worth individuals, executives, family offices, estates, entrepreneurs, public figures, and businesses in sensitive civil and criminal tax disputes with the Internal Revenue Service, the New York State Department of Taxation and Finance, and the U.S. Department of Justice (“DOJ”). He handles high-stakes audits, refund claims, penalty and collection disputes, summons and privilege matters, taxpayer confidentiality disputes, injunction actions, bankruptcy tax disputes, and other federal tax litigation in trial and appellate courts.

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Experience

  • (Fed. Cl.) – Obtained a favorable settlement for a finance executive in a Court of Federal Claims refund suit involving foreign tax credits, treaty-resourcing issues, and dual U.S. and U.K. taxation of income

  • (S.D.N.Y) – Obtained a settlement for an estate executor in a suit brought by the DOJ Tax Division to reduce estate taxes to judgment and to hold the executor personally liable under the Federal Priority Statute

  • Represented high-net-worth individuals and public figures in sensitive tax collection and penalty matters, with a focus on resolving disputes discreetly, efficiently, and with minimal public exposure

  • Represented an individual under criminal investigation by the DOJ Tax Division in a matter involving a subpoena to a law firm that had provided both legal and accounting advice to the individual. The resulting privilege dispute lasted multiple years and culminated in the U.S. Supreme Court granting certiorari in In re Grand Jury (Case No. 21-1397)

  • (D. Idaho) – Defending a client in a tax-shelter promoter injunction action brought by the DOJ under Sections 7402 and 7408 based on alleged business activities involving monetized installment sales

  • (9th Cir.) – Representing a client in appellate proceedings arising from Tax Court collateral orders concerning motions to seal pleadings containing sensitive taxpayer information

  • (5th Cir.) – Authored amicus briefs on behalf of a high-net-worth client addressing when supervisory approval of penalties is timely under Section 6751(b)

  • (11th Cir.) – Authored an amicus brief on behalf of the American College of Tax Counsel addressing the substantial variance doctrine in federal tax refund suits

  • (Tax Court and 10th Cir.) – Authored several amicus briefs addressing issues related to the application of the economic substance doctrine under Section 7701(o), including whether a relevancy determination is required before the doctrine may be applied to a transaction

  • Advising investors, founders, and executives of venture-backed companies on substantiating tax return positions following liquidity events, including issues related to contingent earnouts, qualified opportunity zone fund investments, and qualified small business stock exclusions. This work includes counseling executives under audit for tax issues stemming from business acquisitions and evaluating return positions that may arise after mergers, acquisitions, IPOs, or other windfall events.

  • Providing pre-litigation analysis for a large corporation on a potential multi-billion-dollar excise tax refund claim

Credentials

Education

  • Vanderbilt University Law School, J.D., 2012 (Vanderbilt Journal of Entertainment and Technology Law, Managing Editor)
  • University of Michigan, B.A. Economics and Organizational Studies with High Distinction, 2009

Admissions

  • New York
  • District of Columbia
  • Tennessee

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Recognitions

  • Chambers High Net Worth, Tax: Private Client (USA – Nationwide), 2025 and 2026
  • The Best Lawyers in America© (BL Rankings, LLC), “Ones to Watch,” (New York): Litigation and Controversy – Tax, 2022–2025; Commercial Litigation, 2021–2025
  • United States Department of Justice, Tax Division – Outstanding Attorney Award, 2016
Insights

Articles

IRS Fast Track Settlement Program Guidance a Boon for Taxpayers

Counsel Stephen Josey and Associate Brie Barry examined the IRS Fast Track Settlement (FTS) program, highlighting its growing use as …

July 20, 2026

July 20, 2026 • 1-minute read

Events

Vinson & Elkins Sponsoring and Speaking at the NYU Tax Controversy Forum

Vinson & Elkins is a Gold sponsor of the NYU Tax Controversy Forum, taking place June 25–26 in New York. …

June 25, 2026

June 25, 2026 • 1-minute read

Articles

You Suspect Your Client Committed Tax Fraud: Now What?

Stephen Josey and Brie Barry examined how tax practitioners should respond when they suspect a client committed tax fraud, including …

May 12, 2026

May 12, 2026 • 1-minute read

Events

Stephen Josey Speaking at 2026 ABA May Tax Meeting

Counsel Stephen Josey (TAX/NY) will be speaking at the ABA 2026 May Tax Meeting in Washington, DC, on Saturday, May …

May 9, 2026

May 9, 2026 • 1-minute read

Client Alerts

IEEPA Refunds: Protesting Liquidated Entries in the Wake of CAPE Phase 1

On April 8, 2026, U.S. Customs and Border Protection (“CBP”) issued guidance on the Consolidated Administration and Processing of Entries …

April 17, 2026

April 17, 2026 • 3-minute read

News & Achievements