Professor & Osler Chair in Business Law

Jackman Law Building
Room J360
78 Queen's Park
Toronto, Ontario M5S 2C5

Tel.: 416-946-8205

Benjamin Alarie is a globally recognized authority on the intersection of artificial intelligence, law, and taxation. As Professor and Osler Chair in Business Law at the University of Toronto Faculty of Law, he has pioneered research that is reshaping legal reasoning in the era of AI. Alarie originated the concept of the “legal singularity”—the idea that legal systems will converge toward near-perfect predictability through AI and machine learning—a framework now shaping AI adoption in legal practice, judicial decision-making, and regulatory innovation worldwide.

Alarie is also the co-founder and CEO of Blue J, the world’s leading AI-powered tax research platform. Blue J is transforming how tax professionals analyze, interpret, and apply the law, delivering faster, more precise, and defensible insights. Its AI-driven solutions are trusted by more than 2,000 organizations globally, including Big Four accounting firms and Fortune 500 companies, processing over three million tax research queries annually. Blue J is the exclusive AI platform integrating Tax Notes’ Federal, State, and International content, and has been selected as the exclusive AI tax research platform by CPA Canada and CPA.com (the AICPA’s commercial affiliate).

A prolific scholar, Alarie has authored or co-authored seven books and over 65 peer-reviewed articles. His landmark book, The Legal Singularity: How Artificial Intelligence Can Make Law Radically Better (University of Toronto Press, 2023), co-authored with Abdi Aidid, won the PROSE Award from the Association of American Publishers and was shortlisted for the Donner Prize. His research on AI’s impact on tax law, legal theory, and judicial decision-making is widely cited and has influenced both policymakers and industry leaders.

Alarie holds an LL.M. from Yale Law School, a J.D. and M.A. (Economics) from the University of Toronto, and a B.A. from Wilfrid Laurier University. He previously clerked for Justice Louise Arbour at the Supreme Court of Canada. He is a Faculty Affiliate at the Vector Institute for Artificial Intelligence and the Schwartz Reisman Institute for Technology and Society, where he contributes to interdisciplinary research on AI and law.

His work in AI-driven legal innovation has been recognized with numerous honours, including being named a vLex Fastcase 50 honouree and one of The Globe & Mail’s Top 50 Changemakers. A sought-after speaker and thought leader, Alarie advises policymakers, judges, tax authorities, and corporate tax leaders on AI’s transformative role in tax law and compliance. His insights have appeared in Tax Notes, The Globe & Mail, Forbes, and other leading publications. He was featured in the documentary The A.I. Taxman (2022), which chronicles the impact of AI on the future of taxation and legal practice.

To explore AI’s transformative role in law and taxation, connect with him on LinkedIn or visit Blue J.

Education
LL.M. - Yale Law School (2003)
J.D. - University of Toronto (2002), with honours
M.A. - University of Toronto (2002)
B.A. - Wilfrid Laurier University (1999), with high distinction
Academic appointments
Faculty Affiliate, Vector Institute for Artificial Intelligence
Faculty Affiliate, Schwartz Reisman Institute for Technology and Society
Awards and distinctions
Donner Prize shortlist for "The Legal Singularity: How Artificial Intelligence Can Make Law Radically Better" (2024)"
Association of American Publishers (AAP) PROSE Award for "The Legal Singularity: How Artificial Intelligence Can Make Law Radically Better" (2024)
vLex Fastcase 50 Honoree (2023)
Top 50 Changemaker, Globe & Mail (2022)
Alan Mewett QC Prize for Excellence, University of Toronto Faculty of Law Students' Law Society (2009)
Selected publications

The Legal Singularity: How Artificial Intelligence Can Make Law Radically Better (University of Toronto Press, 2023), with Abdi Aidid (Amazon).

LexOptima: The promise of AI-enabled legal systems” (2025) 75(1) University of Toronto Law Journal 73-121, with Samuel I. Becher (SSRN).

"Generative AI for Tax: Looking Back, Looking Ahead" (February 5, 2024) Tax Notes Federal (SSRN).

"AI and the Future of Tax Avoidance" (December 4, 2023) Tax Notes Federal (SSRN).

"Will AI Replace Tax Practitioners?" (October 30, 2023) Tax Notes Federal (SSRN).

"Automated Tax Planning: Who's Liable When AI Gets It Wrong?" (September 25, 2023) Tax Notes Federal (SSRN).

"The Ethics of Generative AI in Tax Practice" (July 31, 2023) Tax Notes Federal (SSRN).

"The Rise of Generative AI in Tax Research" (May 29, 2023) Tax Notes Federal (SSRN).

"The Rise of the Robotic Tax Analyst" (January 2, 2023) Tax Notes Federal (SSRN).

"How Artificial Intelligence will Affect the Practice of Law" (2018) 68 University of Toronto Law Journal 106, with Anthony Niblett and Albert Yoon (JSTOR).

"The Path of the Law: Towards Legal Singularity" (2016) 66(4) University of Toronto Law Journal 443 (SSRN).

"Using Machine Learning to Predict Outcomes in Tax Law" (2016) 58(3) Canadian Business Law Journal 231, with Anthony Niblett and Albert Yoon (SSRN).