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What does it take to build a legal tech startup? How are lawyers using AI now, and how will they use it five and ten years from now? Join Pablo Arredondo, Co-Founder of CaseText and now Vice President at Thomson Reuters following the company’s 2023 acquisition, in conversation with Jon Choi, visiting faculty at HLS and James Carr Professor of Law at Washington University in St. Louis and Co-Founder of Solomon AI, as they discuss entrepreneurship, AI, and the future of the legal profession.

Professor Alan Raul will be leading 3 sessions this spring on TechReg in AI under the Trump Administration (see March 12th & April 9th events). This first session will examine the current U.S. federal AI governance landscape under the Administration’s July 2025 AI Action Plan and December 2025 Executive Order 14365 (“Ensuring a National Policy Framework for Artificial Intelligence”), including the Administration’s posture toward the emerging web of state AI laws.

Join us for an in-depth exploration of upcoming changes to the standard repayment plan, income-driven repayment plans, the Public Service Loan Forgiveness program, and how private loan repayment will impact broader financial planning, lead by Derek Brainard of Accesslex.  Attendees will leave with actionable strategies for integrating these updates into their student loan repayment strategy after graduation.

Dharma Frederick (’06) and Barbara Taylor lead this session on Ethical AI based on a new CLE requirement for lawyers at DLA Piper, designed in collaboration with Casetext. At this workshop you will learn about real, trustworthy applications of generative AI, including legal research, document review, and contract analysis.

In this second session of the TechReg in AI series w/ Alan Raul (see April 9th) we address the issue of how Frontier AI companies assure human control and safety. AI is a potentially hugely transformative technology that is developing substantially outside the government’s direct control. Since under the Administration’s current AI framework major tech companies will be largely responsible for directing and controlling the progress and governance of frontier AI, we survey how these corporate entities have set up their governance structures, instituted compliance measures (legal conformity and safety assessments, risk management frameworks), built in technical measures (evaluations, red-teaming, monitoring), and established organizational measures (risk committees, responsible scaling policies, incident response).

Harness the power of artificial intelligence to transform the way you approach making financial decisions and accessing information. From personalized budgeting tools to interactive debt management simulations and investing modeling, this session will reveal cutting-edge ways to demystify complex financial topics. Discover how AI can provide you with the insights you need to make informed financial decisions, all while saving you time.

In this third and final session of the TechReg in AI series with Professor Alan Raul, we consider what constitutes an “AI incident” for policy and governance purposes. Who is monitoring and reporting them? How does the concept account for foreseeable harms, near misses, and distinctions between systems performing as intended versus those that are malfunctioning, maliciously compromised, or acting in novel or unexpected manners? As we dig into today’s incident-monitoring ecosystem, we’ll discuss relevant challenges such as underreporting, selection bias, confidentiality, reproducibility and how to translate scattered, anecdotal events into meaningful evidence for risk management and harm prevention.