Douglas S Stransky

Fintech & Blockchain

Financial Services

Global Debt & Claims Trading

International Tax

Hi-Tech

Life Sciences

Life Sciences Industry

Mergers & Acquisitions

Private Investment Funds & Institutional Investors

Real Estate, Alternative & Offshore Investment Funds

Sports

Tax

Doug is the leader of Sullivan's Tax Practice Group. He concentrates his practice on international tax planning for clients in a wide range of industries with a particular emphasis on U.S.-based clients investing in foreign jurisdictions. Additionally, Doug works with Sullivan’s Fintech & Blockchain Group, advising clients on the tax implications of multi-jurisdictional cryptocurrency and fintech-related ventures.

Doug is a former co-chair of the International Tax Committee of the Boston Bar Association, a member of the Board of Advisors for Practical U.S./International Tax Strategies, a contributing author for Lexis Practice Advisor and a member of the adjunct tax faculty at Boston University School of Law. Doug is also a frequent speaker at various conferences and webinars on international tax topics for Bloomberg Tax, Financial Executives International, Boston Bar Association and the International Fiscal Association.

Doug is admitted to practice in Massachusetts as well as before the U.S. District Court, District of Massachusetts and the U.S. Tax Court.

Lecturer in Law, Boston University School of Law, Graduate Tax Program

Co-Chair, International Tax Committee, Boston Bar Association, 2009-2011

Advisory Board, Practical U.S./International Tax Strategies

International Fiscal Association

Taxation and International Law Sections, American Bar Association

Restructured foreign and domestic businesses in response to the enactment of the 2017 Tax Cuts and Jobs Act

Structured numerous tax efficient multi-jurisdictional mergers, acquisitions, dispositions and reorganizations for public and private clients in the financial services, life sciences, manufacturing, private equity, technology and venture capital industries

Designed cross-border financing strategies, including hybrid debt structures, for multiple domestic and foreign acquisitions and restructurings and assisted clients in the recapitalization of foreign operations to reduce foreign tax burdens and enhance foreign earnings repatriation efficiency

Advised clients on capital loss planning, foreign tax credit utilization, foreign holding company structures, treasury and cash flow management, transfer pricing and migration of intellectual property to tax-favored jurisdictions

Represented a Hong Kong-based fabric manufacturer with a presence in 8 countries and 3 continents in migrating its global research and development centre by assisting the company with strategy design and implementation of the project, including acting as lead counsel for a worldwide legal team in Hong Kong, the BVI, the United Kingdom, Mauritius, Cyprus, Indonesia and Singapore

Provided U.S. tax advice to an Israeli-based public company on its $117 million reverse IPO

Led a worldwide team of attorneys and other advisors to restructure foreign operations in 20 countries for a $2 billion public manufacturing company

Served as lead counsel for a 10 country reorganization of a public manufacturing company

Advised U.S. and non-U.S. clients on structuring cross-border real estate investments ranging from $10 million to $2 billion

Represented public and private clients in matters before the U.S. Internal Revenue Service, including controversies, voluntary disclosures related to offshore activities and private letter rulings

Counseled nonresident families on pre-immigration U.S. tax and estate and gift planning matters, including advising a foreign individual who established a foreign trust with U.S. and non-U.S. beneficiaries that required coordinating the complex multijurisdictional rules to satisfy the client’s personal objectives of preserving wealth and passing her assets to her children while, at the same time, meeting the numerous tax and legal requirements of the countries involved; and assisting a U.S. citizen regarding her inheritance of substantial foreign assets to ensure she received such assets without any adverse US estate, gift or income tax consequences while ensuring there are no adverse consequences for the nonresidents in their respective foreign countries

Advised one of the world's pre-eminent blockchain infrastructure research and engineering companies on structuring incentive arrangement for employees to track the performance of various blockchain business lines, as part of a restructuring aimed at monetizing tokens

University of Miami School of Law

LL.M., Taxation

University of Miami School of Law

J.D., cum laude

Harvard University

B.A., cum laude

"Stand-Out Lawyer" (2025-2026)

Thomson Reuters

International Tax Review's World Tax Guide (2011-2014, 2016-2026)

Top Lawyer, Tax Law (2021, 2022)

Boston Magazine

Recommended Leading Lawyer (2014-2025)

The Legal 500 U.S.