Demetre Vasilounis

Partner
  • he / him / his

Admitted to the Ontario Bar: 2019

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  • Bio
  • Awards & Recognition
  • Professional Involvement
  • Selected Speaking Engagements
  • Selected Publications
  • Education

Demetre is a thoughtful and detail-oriented lawyer who specializes in trusts, estates and tax law. He works closely with individuals and families to understand their unique circumstances, and crafts tailored plans to meet their goals. Whether guiding clients through complex tax and succession planning or helping them navigate sensitive personal matters, Demetre prioritizes clear communication and careful attention to detail. He also frequently collaborates with accountants, financial advisors and other professionals to develop comprehensive strategies, ensuring his clients receive well-rounded advice. Demetre’s ability to connect with people, listen attentively and offer clear, practical guidance makes him a trusted advisor in tax and estate planning.

Demetre is a member of the firm’s Tax and Estates & Trusts Groups. He has a broad trusts and estates practice, working with clients to create and execute wills, powers of attorney and various trust instruments. Demetre develops customized tax planning strategies for his clients and regularly engages with their private holding and operating corporations when managing corporate reorganizations and estate freezes. His expertise spans a wide range of family wealth planning matters, including tax issues, cross-border and international estates, probate planning and disability planning. Demetre also advises on charitable gifting, asset protection strategies, personal privacy, intellectual property and domestic contracts.

Demetre has extensive experience drafting and negotiating marriage contracts and cohabitation agreements, as well as advising executors and trustees with respect to all aspects of estate administration. He brings particular expertise in digital asset planning, helping clients navigate the complexities of social media accounts, cryptocurrency and other electronic assets within their estate plans. In addition to individuals and families, Demetre works with a diverse range of clients, including entrepreneurs, business owners, philanthropists, athletes, artists, authors, entertainers and social media influencers.

Demetre is a recognized thought leader in estate planning. He regularly speaks and writes on topics such as digital assets in succession planning, and has shared his insights at conferences across Canada and internationally. Demetre’s work has also been cited by the Ontario Superior Court of Justice.

Awards & Recognition

  • Recognized in The Best Lawyers: Ones to Watch in Canada in Trusts and Estates, 2025
  • Awarded the Ontario Volunteer Service Award by the Government of Ontario, 2022

Professional Involvement

Memberships

  • American Bar Association
  • Canadian Bar Association
  • Ontario Bar Association
  • Member, Digital Assets Global Special Interest Group Steering Committee, Society of Trust and Estate Practitioners (STEP), 2024-present
  • Public Affairs Liaison, Ontario Bar Association – Trusts and Estates Section, 2023-present
  • Member, Estate Planning Council of Toronto, 2021-present
  • Member, Junior Trusts and Estates Practitioners, 2019-present
  • Continuing Professional Development (CPD) Liaison, Ontario Bar Association – Trusts and Estates Section, 2022-2023
  • Technology Liaison, Ontario Bar Association – Trusts and Estates Section, 2021-2022
  • Student Member, Society of Trust and Estate Practitioners (STEP), 2019-2022

Community Involvement

  • Mentor, Law in Action Within Schools (LAWS), 2019-present
  • Panelist, Anime North, 2018-present
  • ESL Teacher, St. Paul’s Anglican Church, 2014-present
  • Event Leader, Japanese Canadian Cultural Centre, 2013-2023
  • Caseworker, Refugee Sponsorship Support Program, 2016-2018

Selected Speaking Engagements

Speaker, "Will Validation, Substantial Compliance and Electronic Documents: Updates and Future Changes," Ontario Bar Association – Ontario Legal Conference: Family, Estates and Real Estate Law, February 8, 2024.

Series Co-Chair, "Estate Planning in the Modern Era: Part 5 - Genetic Material," Ontario Bar Association – Trusts and Estates Law Series, November 30, 2023.

Series Co-Chair, "Estate Planning in the Modern Era: Part 4 - Unique Assets," Ontario Bar Association – Trusts and Estates Law Series, November 23, 2023.

Series Co-Chair, "Estate Planning in the Modern Era: Part 3 - Electronic Documents and Electronic Signatures," Ontario Bar Association – Trusts and Estates Law Series, November 16, 2023.

Series Co-Chair, "Estate Planning in the Modern Era: Part 2 - Crypto Assets," Ontario Bar Association – Trusts and Estates Law Series, November 9, 2023.

Series Co-Chair, "Estate Planning in the Modern Era: Part 1 - Digital Assets," Ontario Bar Association – Trusts and Estates Law Series, November 2, 2023.

Speaker, "Digital Assets, Estate Planning and the Law: What You and Your Clients Need to Know," Retirement Canada Dialogue 2023, October 2, 2023.

Speaker, "Collectibles: Unique Assets in Estate Planning – Part Two," RBC Wealth Management, July 18, 2023.

Speaker, "Beneficiary Designations," Ontario Bar Association Trusts and Estates Section, June 7, 2023.

Speaker, "Digital Assets, Estate Planning and the Law: What You and Your Clients Need to Know," GTA Accountants & Finance Network (GTAAFN), March 2, 2023.

Moderator, "What's New in Trusts & Estates Practice?" Ontario Bar Association – Ontario Legal Conference: Family, Trusts & Estates Law, February 8, 2023.

Moderator, "Wills and Trusts for Business Owners: Practical Considerations," Ontario Bar Association – Ontario Legal Conference: Family, Trusts & Estates Law, February 8, 2023.

Panellist, "Digital Assets, Estate Planning and the Law: What You and Your Clients Need to Know," The Estate Planning Council of Toronto, February 7, 2023.

Speaker, "Digital Assets: Everything You Wanted to Know but Were Too Afraid to Ask," Estate Planning Council of Halton, January 18, 2023.

Speaker, "The Compounding Digital Interest That No Fiduciary Wants," STEP Special Interest Spotlight Sessions 2022, London, United Kingdom, December 9, 2022.

Speaker, "Fiduciary Access: Thwarted at Every Digital Turn," STEP Special Interest Spotlight Sessions 2022, London, United Kingdom, December 9, 2022.

Chair, "Everyone Needs a Plan: Succession Planning for Millennials and Gen Z," Ontario Bar Association Trusts and Estates Section, October 6, 2022.

Speaker, "Digital Assets, Estate Planning and The Law: What You and Your Clients Need to Know," Canadian Institute for Financial Planners – Retirement Canada Dialogue Day, August 30, 2022.

Speaker, "Wealth Planning in the Digital Age," STEP National Conference, June 14, 2021.

Speaker, "The Battle for Digital Assets: Privacy Law vs. Estates Law," LEGACY – The Evolution of Estate Planning Virtual Summit Series, December 9, 2020.

Speaker, "Delete Forever: The Legal Challenges of Digital Assets in Estate Administration," Retirement Canada Dialogue Day – Canadian Institute of Financial Planners, December 7, 2020.

Speaker, "Estate Planning in the Digital Age," Ontario Estates Forum, October 22, 2020.

Speaker, "Calmusky v. Calmusky and the Presumption of Resulting Trust Applying to Beneficiary Designations," Waterloo-Wellington Estate Planning Council, September 10, 2020.

Speaker, "Navigating the New Reporting Requirements for Trusts," Junior Trusts and Estates Practitioners, July 20, 2020.

Presenter, "Case Comment - Private Corporation Tax Planning and Inbound Structuring," Society of Trusts and Estates Practitioners Canada, October 16, 2019.

Presenter, "Case Law Update - Effective Estate Planning for Persons with Disabilities," Ontario Bar Association, September 24, 2019.

Selected Publications

Co-Author, "This Wedding Season, Consider the Benefit of Marriage Contracts," Thomson Reuters - Money & Family Law Issue 39-2, October 1, 2024.

Author, "The Case for Fiduciary Access to Digital Assets Legislation in Ontario," STEP Canada National Conference 2024, June 2, 2024.

Author, "Videos and Wills: Helpful or Harmful?" All About Estates, February 23, 2024.

Author, "Will We Need to Start Remembering the 'Right to be Forgotten'?" All About Estates, November 10, 2023.

Author, "Today's Executor is a Digital Executor," Cidel Communications, September 5, 2023.

Author, "Further Assessing Drake’s Estate Planning Needs," All About Estates, August 11, 2023.

Author, "Analog Art, Analog Assets," All About Estates, May 12, 2023.

Author, "Estate Planning for Millennials and Gen Z," Conference for Advanced Life Underwriting (CALU), INFOexchange 2023 vol. 1, April 12, 2023.

Author, "Next-Gen Advisory," Society of Trust and Estate Practitioners (STEP) Journal: Issue 2, 2023, March 31, 2023.

Author, "Gotta Catch ‘Em All: Pokémon Cards and Personality Clauses," All About Estates, February 3, 2023.

Author, "Estate Planning for Millennials and Gen Z: Tips From Practitioners," Ontario Bar Association, January 4, 2023.

Author, "Digital Assets: How Advisors are Changing the World," All About Estates, December 9, 2022.

Author, "Digital Assets: Spotlighting Client User Considerations (Part II)," All About Estates, September 16, 2022.

Author, "Digital Assets: Spotlighting Client User Considerations (Part I)," All About Estates, June 24, 2022.

Author, "Are Domestic Contracts Becoming More Popular?" All About Estates, April 8, 2022.

Author, "Shingeki no Kyojin: An Anime Unexpectedly About Family, Legacy and Succession," All About Estates, January 28, 2022.

Author, "The Supreme Court of Nova Scotia quotes Demetre Vasilounis’ article, 'A Presumptive Peril: The Law of Beneficiary Designations is Now in Flux'," Fitzgerald Estate v. Fitzgerald, 2021 NSSC 355, paragraph 36, December 8, 2021.

Author, "Software Applications as Aids to the Estates Advisor," All About Estates, November 26, 2021.

Author, "Assessing Drake's Estate Planning Needs," All About Estates, September 24, 2021.

Author, "More Tech Companies Are Implementing Digital Legacy Planning," All About Estates, July 30, 2021.

Author, "The Ontario Superior Court of Justice quotes Demetre Vasilounis’ article, 'A Presumptive Peril: The Law of Beneficiary Designations is Now in Flux'," Mak (Estate) v. Mak, 2021 ONSC 4415, paragraph 44, June 18, 2021.

Author, "Today's Executor is a Digital Executor," All About Estates, June 4, 2021.

Author, "The Price of Fame: Income Tax Considerations for Social Media Influencers," Ontario Bar Association, April 5, 2021.

Author, "New Privacy Legislation Aims to Address Digital Assets in Estate Administration," All About Estates, March 26, 2021.

Author, "Can You Preserve Your Tattoos After Your Death?" All About Estates, January 22, 2021.

Author, "Electronic Wills in Ontario: Growing Interest, Growing Need, or Growing Concern?" All About Estates, November 13, 2020.

Author, "Aging, Memory, Existentialism and Xenoblade Chronicles 2," All About Estates, September 11, 2020.

Author, "Estate Planning for Tattoo Artists," All About Estates, August 7, 2020.

Author, "A Presumptive Peril: The Law of Beneficiary Designations is Now in Flux," All About Estates, July 17, 2020.

Author, "How to Provide for Your Island in Animal Crossing: New Horizons After Your Death: Part III," All About Estates, July 10, 2020.

Author, "How to Provide for Your Island in Animal Crossing: New Horizons After Your Death: Part II," All About Estates, June 19, 2020.

Author, "How to Provide for Your Island in Animal Crossing: New Horizons After Your Death: Part I," All About Estates, May 8, 2020.

Author, "Accommodating Beneficiaries of a Will With Differing Gender Identities," All About Estates, April 17, 2020.

Author, "Estates Law and Privacy Law: An Incomplete Intersection (Part III)," All About Estates, April 3, 2020.

Author, "Estates Law and Privacy Law: An Incomplete Intersection (Part II)," All About Estates, March 6, 2020.

Author, "Estates Law and Privacy Law: An Incomplete Intersection (Part I)," All About Estates, February 7, 2020.

Education

  • Trust and Estate Practitioner (TEP), Society of Trust and Estate Practitioners, 2022
  • JD, Osgoode Hall Law School, 2018
  • BA (Hons.) (Professional Writing and Film), York University, 2014