Andrea Darling de Cortes

Andrea Darling de Cortes


Andrea Darling de Cortés is an attorney in Holland & Knight's Tampa office. Ms. Cortés focuses her practice in the areas of inbound international income and estate tax planning, international tax controversy and compliance, cross-border tax planning and related transactional matters. Ms. Cortés has advised clients on a broad array of tax and legal, transactional and operational matters, including U.S. income and estate tax planning for non-U.S. high-net-worth individuals with U.S. and non-U.S. assets, pre-U.S. residency tax planning, planning with respect to foreign investment in U.S. real property and U.S. trade or business analysis.

Ms. Cortés has in-depth experience in assisting noncompliant U.S. taxpayers to become U.S. tax compliant. Over the past several years, Ms. Cortés has served as lead counsel or co-counsel and has successfully resolved more than 1,000 taxpayer disclosures under the various Internal Revenue Service (IRS) Voluntary Disclosure Programs, Streamlined Foreign Offshore Procedures and Streamlined Domestic Offshore Procedures.

Prior to joining Holland & Knight, Ms. Cortés was a tax attorney for a boutique international tax law firm.

Representative Experience

  • Advised a Swiss-based family office owning several hundreds of millions of dollars in Florida real estate with respect to restructuring alternatives resulting from U.S. tax reform
  • Advised a Swiss-based investment group with substantial U.S. real estate holdings as to structuring cross-border compensation and advising on projected real estate sales to mitigate Foreign Investment in Real Property Tax Act of 1980 (FIRPTA) taxation
  • Advised several high-net-worth families regarding pre-residency planning to mitigate U.S. income and estate tax exposure on global holdings

  • Completed a multifaceted international succession plan on behalf of a high-net‑worth nonresident alien living in a tax-advantaged jurisdiction with respect to U.S. tax advice for structuring family and charitable succession plan
  • Served as co-counsel with respect to advising a foreign-based client with a net worth in excess of $1 billion with respect to succession planning to both U.S.-resident and nonresident successors, including advice with respect to mitigating U.S. tax through various developed strategies over a one‑year term
  • Advised a foreign fiduciary with respect to U.S. income and estate tax implications of offshore trust with U.S. beneficiaries to obtain step-up in basis of trust assets on demise of foreign trust settlor

  • Provided a high-net-worth nonresident alien client with U.S. tax advice to complete unfreezing of client's Swiss bank account held with a Category 1 Swiss bank currently in negotiations with the U.S. Department of Justice
  • Served as lead counsel to client group in an Internal Revenue Service (IRS) examination of foreign accounts held by family partnership, resolving such case with a "no change" finding
  • Provided cross-border tax advice with respect to an elderly dual citizen with previously undeclared assets in excess of $20 million; regularized U.S. tax and reporting via traditional IRS Service Center filing based on U.S. CPA reliance and reasonable cause defense
  • Negotiated a change in accounting method for an Offshore Voluntary Disclosure Program (OVDP) client with Egyptian blocked income to defer U.S. income tax on Egyptian financial accounts and income producing real estate
  • Served as lead counsel on several hundred taxpayer disclosures under IRS Offshore Voluntary Disclosure Programs, Streamlined Foreign Offshore Procedures and Streamlined Domestic Offshore Procedures, Delinquent International Information Return Submission Procedures, Delinquent Report of Foreign Bank and Financial Account (FBAR) Submission Procedures and IRS Service Center filings
  • Advised and successfully resolved several IRS examinations of taxpayers selected for IRS review as a result of the IRS Large Business and International OVDP Declines-Withdrawals Compliance Campaign


  • Marquette University Law School, J.D.
  • Marquette University, MBA, Business Administration
  • Marquette University, B.S., Business Administration
Bar Admissions/Licenses
  • Florida
  • Wisconsin
  • Society of Trust and Estate Practitioners (STEP)
  • International Fiscal Association
  • American Bar Association, Business Law Section, Section of Taxation, Section of International Law
  • Tampa Bay Business and Professional Women  
Honors & Awards
  • The Legal 500 USA, Tax – U.S. Taxes: Non-Contentious, 2022, 2023


Speaking Engagements