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Rachael E. Rubenstein

Member
fax +1 210.258.2714

Rachael E. Rubenstein helps clients to resolve tax-related problems and to comply with regulatory obligations.

She has extensive experience in the following areas:

Federal Tax Controversy

  • Tax Litigation. Represent clients in litigation against the IRS in the United States Tax Court and in other federal courts.
  • Penalties. Advocate for clients to reduce or eliminate penalties imposed.
  • Appeals. Negotiate for fair resolution of controversies before IRS Appeals without the need for litigation.
  • Examinations. Advocate for clients in audits involving wide-range of issues, including: business expense deductions, unreported income, credits, employee classification, valuations, imposition of penalties, and fraud.
  • Collections. Defend clients with tax debts facing levies, liens, garnishments and other IRS enforcement activities. Negotiate collection alternatives with IRS such as Installment Agreements, Offers In Compromise, and Noncollectible Status.
  • Trust Fund Recovery Penalty Disputes. Defend clients facing personal liability for failure of business to pay payroll taxes.
  • Criminal Tax. Defend clients in criminal tax investigations, prosecutions, and restitution enforcement proceedings.
  • Third Party Liability. Represent clients facing IRS alter ego, nominee, and transferee collection enforcement activities.

Trusts & Estates

  • Counsel fiduciaries regarding income tax obligations and IRS compliance matters.
  • Represent trusts and estates in disputes involving income, estate, and gift tax issues.

International

  • Advise U.S. citizen and resident clients on myriad of reporting obligations concerning foreign income, foreign financial accounts, and other offshore assets, including application of Bank Secrecy Act (BSA) and Foreign Account Tax Compliance Act (FATCA).
  • Assist nonresident clients with U.S. tax obligations and related compliance issues concerning investments, business activities, inheritance, and immigration.
  • Help bring into compliance clients worldwide who have FBAR failures, whether accidental or intentional.
  • Represent clients in administrative investigations and litigation involving significant penalties related to foreign financial accounts, foreign companies, and other offshore assets.

Cannabis & Crypto

  • Help clients involved with cannabis and virtual currency activities with planning, compliance, and controversy representation related to federal taxes and information reporting obligations.

Tax Planning

  • Develop and implement strategies for businesses to maximize tax savings.
  • Advise business clients on application of new federal tax laws, including the Families First Coronavirus Response Act (FFCRA) and the Coronavirus Aid, Relief, and Economic Security (CARES) Act.
  • Educate individuals and businesses on tax compliance, IRS procedural matters, and best practices to avoid controversies.

Tax Issues in Divorce, Litigation and Settlement

  • Advise and assist clients and other professionals regarding tax issues in divorce, litigation, and settlement.

Tax Professionals

  • Represent tax professionals in IRS controversies and state disciplinary proceedings.

Employee Benefits

  • Counsel clients regarding Affordable Care Act (ACA) planning, compliance, and penalties.
  • Represent clients in benefit plan audits and voluntary compliance programs for plan errors.

Education

J.D., cum laude, St. Mary's University School of Law, San Antonio, Texas, 2010, St. Mary's Law Journal; The John M. Harlan Society
B.A., magna cum laude, Texas State University-San Marcos, San Marcos, Texas, 2006, Graduate of Mitte Honors Program

Recognitions

Recipient of Award for Outstanding Service and Leadership as Pro Bono Co-Chair for Tax Section of the State Bar of Texas (2019)

Recipient of Strasburger’s Bob Thomas Award for Community Service (2018)

Recipient of Strasburger’s Keith Drummond New Associate of the Year Award (2017)

Recipient of Francisco Leos Award for Excellence in Clinical Studies (2009)

Recipient of San Antonio Bar Auxiliary Foundation Olive Trueheart Scholarship (2008)

Recipient of Joseph R. Steele Memorial Scholarship (2008)

Named among the Best Lawyers in America® for Litigation and Controversy – Tax (2024-2025), Tax Law (2024-2025) by Best Lawyers

Selected by The Best Lawyers in America® as San Antonio, Texas’ “Lawyer of the Year” for Litigation and Controversy – Tax by Best Lawyers (2025)

Named a 2023 honoree for the San Antonio Business Journal Women’s Leadership Award

Memberships

Tax Section of the State Bar of Texas, Pro Bono Co-Chair & Council Member

Tax Section of the State Bar of Texas, Pro Bono Co-Chair & Council Member

VITA Adopt-A-Base

Tax Court Pro Bono Calendar Call Program

State Bar of Texas Pro Bono College

Tax Section of the American Bar Association

Temple Beth-El

State Bar Licenses

Texas

Court Admissions

U.S. Court of Appeals, 5th Circuit
U.S. Tax Court
U.S. Court of Federal Claims
U.S. District Ct., W.D. of Texas
U.S. District Ct., S.D. of Texas
U.S. District Ct., E.D. of Texas