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 the Osler Chair in Business Law at the University of Toronto, he has pioneered research that is reshaping legal reasoning in the era of AI. He is the originator of the concept of the "Legal Singularity"—the idea that legal systems will converge toward near-perfect predictability through AI and machine learning—an intellectual framework that is now influencing AI adoption in legal practice, judicial decision-making, and regulatory innovation worldwide.

Beyond academia, Alarie is 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, providing faster, more precise, and defensible insights. Trusted by 2,000+ firms, including Big 4 accounting firms, global law firms, and government agencies, Blue J processes tax research queries at a rate of over 3 million annually and is expanding into the UK and other international markets. Blue J is the exclusive AI platform leveraging Tax Notes Federal, State, and International content, setting a new standard for AI-driven tax research.

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

Alarie holds degrees in law and economics from Yale Law School and the University of Toronto and previously clerked for Justice Louise Arbour at the Supreme Court of Canada. He is also 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 contributions to AI-driven legal innovation have been recognized with numerous accolades, including being named a vLex Fastcase 50 Honoree and one of The Globe & Mail’s Top 50 Changemakers.

A sought-after speaker and thought leader, Alarie advises policymakers, judges, tax authorities, and Fortune 500 corporate tax teams on AI’s transformative role in tax law and compliance. His insights have been featured in Tax Notes, The Globe & Mail, Forbes, and other leading publications, and he regularly presents at global tax and legal technology conferences.

His work and the broader implications of AI in law are explored in the acclaimed documentary The A.I. Taxman (2022), which chronicles how artificial intelligence is redefining 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).

"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).