About Oliver Roberts
Oliver Roberts is Co-Director of the WashU Law AI Collaborative, an Adjunct Professor of Law at Washington University in St. Louis School of Law, CEO & Founder of Wickard, an Adjunct Professor of Law at Case Western Reserve University School of Law, Managing Attorney at The Roberts Legal Firm, and the Editor-in-Chief of the AI & the Law publication at The National Law Review.
Roberts regularly lectures on artificial intelligence and law at law schools in the United States and abroad. His commentary on AI policy, legal technology, and emerging technology issues has appeared in Bloomberg Law, The National Law Review, The Hill, and Law.com. He also regularly appears as an on-air television commentator on AI issues for media outlets including Fox News, ABC News 2 Nashville, Newsmax, and others.
Roberts designed and taught the nation’s first required AI law school course at Case Western Reserve University School of Law, the nation’s second required AI law school course at Mississippi College School of Law, inaugural AI & the Practice of Law course at Washington University in St. Louis School of Law, and the first legal AI education program in East Africa at Addis Ababa University School of Law. Roberts also taught the nation’s first AI education and certification course in a paralegal program at Kapi‘olani Community College in Hawaii.
As Managing Attorney of The Roberts Legal Firm, Roberts represents high-profile clients in litigation and advises clients on AI, technology, and emerging technology issues. His appellate experience includes two oral arguments and two victories before the U.S. Court of Appeals for the Third Circuit, as well as securing a denial of certiorari from the U.S. Supreme Court that preserved one of those victories. His most recent Third Circuit victory, Culp v. Commissioner of Internal Revenue (3d Cir. 2023), resulted in a precedential opinion departing from nearly a century of Tax Court and appellate precedent concerning taxpayer compliance with the 90-day deficiency petition filing deadline. His first Third Circuit victory overturned a Tax Court decision that had imposed a six-figure tax liability on his clients.
Roberts is a graduate of Harvard Law School and Villanova University. Roberts previously practiced at Skadden Arps and Jones Day.
Education
- J.D., cum laude, Harvard Law School, 2021
- B.A. Political Science, Villanova University, 2018
Courses
- Artificial Intelligence and the Practice of Law
- Artificial Intelligence Policy and Regulation Series
- AI & the Judiciary
- AI, Law, & Society: As Taught by AI
Areas of Expertise
- Artificial Intelligence
- Constitutional Law
- Appellate Advocacy
Scholarship
- The American Bar Association and Mississippi Bar Are Giving Lawyers Flawed AI Guidance (2026), https://natlawreview.com/article/american-bar-association-and-mississippi-bar-are-giving-lawyers-flawed-ai-guidance
- Spread of AI Hallucinations Drives Need for Sanctions Reporting (2026), https://news.bloomberglaw.com/legal-exchange-insights-and-commentary/spread-of-ai-hallucinations-drives-need-for-sanctions-reporting
- Tennessee’s AI Bill Would Criminalize the Training of AI Chatbots (2026), https://natlawreview.com/article/tennessees-ai-bill-would-criminalize-training-ai-cha
- The U.S. Must Adopt an “AI Diplomacy Doctrine” to Win the Global AI Race (2026), https://natlawreview.com/article/us-must-adopt-ai-diplomacy-doctrine-win-global-ai-race
- From Murder Capital to Security State: El Salvador’s Transformation Under President Bukele (2026), https://natlawreview.com/article/murder-capital-security-state-el-salvadors-transformation-under-president-bukele
- AI Data Centers Are America’s Key to the Future—Not the Bogeyman (2025), https://news.bloomberglaw.com/legal-exchange-insights-and-commentary/ai-data-centers-are-americas-key-to-the-future-not-the-bogeyman
- Law Schools Without AI Training Fail Next Generation of Lawyers (2025), https://news.bloomberglaw.com/legal-exchange-insights-and-commentary/law-schools-without-ai-training-fail-next-generation-of-lawyers
- Preventing Fabricated AI Legal Authorities: The Case for a Mandatory “Hyperlink Rule” (2025), https://natlawreview.com/article/preventing-fabricated-ai-legal-authorities-case-mandatory-hyperlink-rule
- OpenAI’s Footnote Problem: Why the Imminent AI Preemption Executive Order May Face Immediate Legal Headwinds (2025), https://natlawreview.com/article/openais-footnote-problem-why-imminent-ai-preemption-executive-order-may-face
- OpenAI’s Preemption Request Highlights State Laws’ Downsides (2025), https://news.bloomberglaw.com/us-law-week/openais-preemption-request-highlights-state-laws-downsides
- EU AI Act’s Burdensome Regulations Could Impair AI Innovation (2025), https://news.bloomberglaw.com/us-law-week/eu-ai-acts-burdensome-regulations-could-impair-ai-innovation
- DeepSeek Is Overhyped but Reminds US to Prioritize AI Investment (2025), https://news.bloomberglaw.com/us-law-week/deepseek-is-overhyped-but-reminds-us-to-prioritize-ai-investment
- Overbroad Texas AI Bill Threatens Innovation and Growth (2025), https://news.bloomberglaw.com/us-law-week/overbroad-texas-ai-bill-threatens-innovation-and-economic-growth
- What to Expect in 2025: AI Legal Tech and Regulation (65 Expert Predictions): https://natlawreview.com/article/what-expect-2025-ai-legal-tech-and-regulation-65-expert-predictions
- Large Language Models Can Drive a SaaS Shift for Big Law Firms (2024), https://news.bloomberglaw.com/us-law-week/large-language-models-can-drive-a-saas-shift-for-big-law-firms
- AI-Fueled Alternative Dispute Resolution Is Law’s Next Frontier (2024), https://news.bloomberglaw.com/us-law-week/ai-fueled-alternative-dispute-resolution-is-laws-next-frontier
- AI Is Old News, Get Ready for Quantum Computing, Law.com (2024), https://www.law.com/2024/06/17/ai-is-old-news-get-ready-for-quantum-computing/
- New DOJ Pilot Program Creates New Legal Risks for Startups, Law.com, https://www.law.com/corpcounsel/2024/06/11/new-doj-pilot-program-creates-new-legal-risks-for-startups/ (2024)
- Politicians With Social Media Accounts, Litigation Is Around the Block—Literally, Law.com, https://www.law.com/thelegalintelligencer/2024/04/16/politicians-with-social-media-accounts-litigation-is-around-the-block-for-them-literally/ (2024)
- “The New Federalism Frontier in Marijuana Legalization and Decriminalization,” S.C. Law Rev. 73 (2022)
- One Way to Rethink Higher Education, Newsday, https://www.newsday.com/opinion/higher-education-college-costs-rethink-coronavirus-universities-q57971 (2020)
- Reform Higher Education with 3-Year Degrees, The Long Island Herald, https://www.liherald.com/stories/reform-higher-education-with-three-year-degrees,124688 (2020)
Media:
- Relativity, Wickard.ai join forces to offer AI training to law schools
ABA Journal | Quote | 2026 - Mississippi law school is the first in the Southeast to require AI education
Mississippi Today | Quote | 2026 - Legalweek: The state of AI, red herrings, and end of lawyers
Legal IT Insider | Quote | 2026 - Lawyers flood tech expo wondering: Is AI about to devalue their time?
Reuters | Quote | 2026 - Attys Split Over Mandatory Hyperlinks To Curb Fake AI Cases
Law360 | Quote | 2026 - Juror selection resumes in landmark social media addiction trial
Fox News | Interview | 2026 - What’s on tap for 2026 when it comes to generative AI?
ABA Journal Legal Rebels Podcast | Interview | 2026 - Southwestern Law School launches schoolwide AI and law program for J.D. and LL.M. students
National Jurist | Quote | 2026 - Changing the future of law and AI
WashU The Source | Interview | 2025 - Tennessee senator pushes for artificial intelligence safeguards as children turn to chatbots for friendships
WKRN News 2 | Interview | 2025 - Federal push to override state artificial intelligence laws puts Tennessee’s ELVIS Act in the crosshairs
WKRN News 2 | Interview | 2025 - ChatGPT Terms Act as Liability Shield for Doling Out Legal Advice
Bloomberg Law | Quote | 2025 - From Casebooks To Chatbots: Another Law School Makes AI Certification Mandatory For Students
Above the Law | Quote | 2025 - AWS collab aims to close AI skills gap
WKRN News 2 | Interview | 2025 - Hot shot lawyer joins fight to save Massapequa ‘Chiefs’ name out of love for hometown: ‘That’s our identity’
New York Post | Quote | 2025 - Future Lawyers Are AI Ready
Case Western Reserve University | Quote | 2025 - Meta AI falsely shuts down, bans small business page
FOX 2 St. Louis | Interview | 2025 - Hawley sponsors bill to track AI layoffs as WashU expert warns of ‘great AI replacement’
St. Louis Public Radio | Quote | 2025
