August 4, 2026
Offloading, not Surrendering, to AI
Robert MacKenzie and I published a column in Corporate Compliance Insights based on a recent eCornell workshop we taught. It reads,
We have been teaching lawyers how to use generative AI in their actual work — the drafting, reviewing and decision-making that fills their days. But when we designed our workshop, “Generative AI for Business Transactions,” we built it for a broader range of professionals: the healthcare compliance officer who had never opened ChatGPT, the corporate counsel whose legal department had recently deployed Harvey, the financial analyst running queries through Gemini and the operations manager who had heard the buzz but didn’t know where to begin. What we found confirmed what we suspected: the gap between professionals experimenting with AI and those waiting on the sidelines is widening fast. The ones who will thrive are not those using AI most aggressively but those using it most deliberately.
AI is transforming professional work
Generative AI is reshaping professional workflows in every industry we have encountered. In our workshop, we organize its everyday applications into four areas: communication, such as turning bullet points into polished emails and summarizing meeting transcripts; ideas and content, such as brainstorming and adapting material for different audiences; people and careers, such as preparing for interviews and difficult conversations; and money and numbers, such as building budgets, comparing costs and translating dense financial or legal language into plain English.
The best use cases are for time-intensive tasks. A transactional lawyer compares indemnification clauses across a dozen precedent agreements. A healthcare administrator turns regulatory guidance into a compliance checklist. A finance team compares top holdings across multiple fund prospectuses. The common thread: AI tools excel at quickly doing first-pass, high-volume work that used to consume hours.
A practical framework for responsible use
Every industry carries confidentiality obligations. Privilege in law, HIPAA in healthcare, fiduciary duties in finance, trade-secret protections in business. AI introduces a new exposure vector for professionals who are not careful about which tools they use. A key distinction we identify is the level of control and protections granted by enterprise AI tools versus consumer or free-tier tools. Enterprise tools are provided under negotiated contracts that typically commit the vendor not to train on your inputs and to keep your data confidential Consumer or free-tier tools often are packaged with settings permitting the provider to train on whatever information you input into the tool, undercutting confidentiality obligations you may be subject to. Vendor policies and features change, so verify that your expected protections are in place rather than assume.
We summarize this verification discipline in three words: pause, read, protect. Pause before entering data and ask whether it is safe to share and whether your workplace policies or professional obligations permit use of the tool for the intended purpose. Read the tool’s terms, and your workplace policies or guidance regarding the tool, to understand how your information will be treated. Protect by changing default settings, anonymizing confidential details and ensuring your cybersecurity and IT teams are in the loop when seeking to use new tools or approving use of updated features.
For task-level decisions, we recommend users adopt a red/yellow/green triage system. Red tasks are high importance and high risk and never get delegated to AI (e.g., strategy, high-stakes judgment calls and final approvals). Yellow tasks are lower importance and lower risk and may be delegated because they benefit from AI’s speed, but require competent human oversight and verification (e.g., research, first drafts and issue analysis). Green tasks are low importance and low risk and may, and sometimes, should, be delegated to AI, with minimal required human oversight (e.g., document reformatting, routine correspondence preparation and generation of ideas). If you supervise a team, you should be thinking about how you triage and how you want your team to triage matters. A breakdown in expectations can produce a “garbage-in, garbage-out” cycle.
Evaluating AI outputs critically
Our key takeaway is that AI’s greatest value lies in refining professional judgment, not replacing it. Generative AI is probabilistic, not deterministic. This means that the same prompt can produce different outputs in the same tool across different sessions. Models predict the next likely word in a sequence; they do not understand your question or verify their own answers.
Our recommendation to be effective with this technology: tell the tool what you need and be dynamic in your approach to prompting and task execution. We teach a simple prompting framework that is easy to recall and apply: RCTF—role, context, task, format. R: assign the AI a role. C: provide relevant context. T: define the task precisely. F: specify the output format. We think of this framework in the same way as ordering at a drive-thru. You would not pull up, say “food,” and expect to get what you want. You need to say what you are ordering, how you want it and where to hand it to you.
Other effective strategies we recommend professionals are:
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- Chunking. Breaking tasks into smaller pieces to keep tools on task.
- Few-shot prompting. Provide examples of good work products to the tool before commencing a task.
- Iterative refining. Adopting a “the first answer is a first draft” mindset.
- Flipping interactions. Ask the tool to guide you on how to use it for a particular task.
- Perspective switching. Assign the tool competing perspectives to pressure-test your work.
Managing hallucinations & overreliance
AI tools are known to generate plausible-sounding outputs that contain errors and invented citations. They also misread sources and silently drop items from long documents. These “hallucinations” are not bugs that will be patched away; they are inherent to how large language models work.
A deeper risk for inexperienced users of AI tools is what Wharton researchers Steven D. Shaw and Gideon Nave call “cognitive surrender.” In their 2026 study spanning three experiments and more than 1,300 participants, they found that participants were highly susceptible to following incorrect advice from AI tools. Access to an AI chatbot during the experiments appeared to inflate participants’ confidence in their answers, even when the answers were wrong. Observations like these point to a broad human tendency towards cognitive surrender: When a fluent, confident-sounding tool delivers a coherent answer, the pull to accept it is powerful.
We want to draw a sharp distinction between cognitive surrender — letting AI do your deliberate thinking and accepting its output uncritically — and “cognitive offloading” — handing defined steps to AI while retaining control of the overall analysis. The first is a professional hazard. The second is a legitimate productivity strategy. After every substantive AI-assisted task, ask yourself: Have I thought this through as fully as I would have without the tool? If not, dig back in.
Building reusable templates & checklists
One of the highest-value applications of generative AI is converting complex source documents into workflows a team can reuse, such as checklists, trackers and comparison matrices. In our workshop, we demonstrate how to take a dense document and instruct AI tools to produce a structured checklist to capture desired variables, like task status, assigned parties, deadlines, source references and risk flags.
We also teach benchmarking: uploading a set of similar documents and directing the AI tool to create a comparison matrix of key terms among the documents. AI tools offer value in their continually improving (but imperfect) ability to accurately extract and categorize information from new documents based on historical templates. For professionals with high accuracy needs, this skill can offer considerable leverage by accelerating the manual steps in these types of workstreams (initial review, identification and extraction or summarization of terms).
The bottom line
Whether you work in law, healthcare, finance or any field built on complex documents and careful analysis, the starting point is the same: Develop your own judgment first, verify before you rely and triage every task before you hand it off.
August 4, 2026 | Permalink | No Comments
June 24, 2026
Generative AI for Business Transactions
I am teaching an online course with Robert MacKenzie on July 9th about Generative AI for Business Transactions: Practical Applications for Professionals through eCornell. The Workshop Overview reads,
Generative AI is transforming how business transactions are conducted, from drafting and reviewing contracts, to summarizing due diligence materials, to benchmarking contract terms across industries. Many professionals, however, lack a practical framework for integrating these tools responsibly into their workflows.
This Workshop offers a hands-on introduction to applying AI in real-world transactional work. Participants will draft and refine communications, review and benchmark contract terms, and build compliance checklists and workflow playbooks, all while comparing outputs across AI tools to understand strengths, limitations, and potential errors.
Throughout the session, we focus on ethical, legal, and practical considerations, helping participants use AI as a complement to professional judgment rather than a substitute. By the end, participants will leave with reusable workflows, practical experience, and a clear approach to integrating AI responsibly into business transaction processes.
The Key Workshop Takeaways include,
- Apply AI to core transactional workflows, including contract drafting, precedent comparison, and due diligence summaries
- Evaluate outputs across multiple AI tools to understand their strengths, limitations, and differences
- Manage key risks of AI use, such as hallucinations, confidentiality exposure, and overreliance, while integrating AI responsibly
- Build workflow templates and checklists to structure AI-assisted tasks for consistent, reliable outcomes
June 24, 2026 | Permalink | No Comments
Law Schools Should Teach How to Integrate AI Tools Into Practice
The Cornell Law Forum republished an article that I wrote with Robert MacKenzie, Law Schools Should Teach How to Integrate AI Tools Into Practice. It opens,
Now that artificial intelligence tools for lawyers are widely available, we decided to integrate them for a semester in our Entrepreneurship Clinic. We have some important takeaways for legal education in general and the transactional practice of law in particular.
First, employers and educators need to account for law students who already are using AI tools in their legal work and guide new lawyers about how to use such tools appropriately.
Second, different AI products lead to wildly different results. Just demonstrating this to law students is very valuable, as it dispels the notion that AI responses can replace their independent judgment.
Third, AI’s greatest value may be in refining legal judgment for lawyers in ways that can help new and experienced lawyers alike.
June 24, 2026 | Permalink | No Comments
June 23, 2026
Center for Law and AI
Excited to be newly affiliated with Cornell Law School’s Center for Law and AI. The Center “brings together researchers working at the intersection of law and artificial intelligence. The Center explores how AI is reshaping the legal profession, how legal education should evolve in response, how law and policy can effectively govern AI, and how AI tools can advance scholarship on legal and societal questions.”
The Center has four focus areas:
AI and Legal Education. Artificial intelligence is transforming legal practice, from document review to predictive analytics. At the Center for Law and AI, we examine how legal education must evolve to prepare students for this changing landscape. Our work explores curricular innovation, ethical training, and the integration of computational thinking and AI literacy into the legal classroom.
AI and Legal Practice. Artificial intelligence is reshaping how legal services are delivered—from contract analysis and legal research to client counseling and dispute resolution. At the Center for Law and AI, we study how these technologies are changing the roles of lawyers, the structure of legal work, and access to justice. We also examine the ethical, professional, and institutional challenges that accompany the integration of AI into legal practice.
AI and Scholarship. Artificial intelligence opens new frontiers for legal research and analysis—and raises new questions. At the Center for Law and AI, we explore how AI can assist in discovering patterns in legal texts, generating and testing legal theories, and expanding the empirical study of law. We also study how AI interacts with legal institutions and society to generate new legal and societal challenges and opportunities.
Regulating AI. The rise of artificial intelligence poses urgent questions for law and policy. At the Center for Law and AI, we examine how legal frameworks—domestic and international—can be designed to govern AI systems responsibly. Our work explores regulatory design, institutional capacity, democratic accountability, and the evolving role of law in shaping the development and deployment of AI technologies.
A list of other affiliated faculty members, led by Center Director Jed Stiglitz, can be found here.
June 23, 2026 | Permalink | No Comments
June 12, 2026
Cornell is Hiring a Transactional Clinician
Cornell Law School is hiring! We are looking for a clinical professor of entrepreneurship law who will work with our Entrepreneurship Law Clinic and our Blassberg-Rice Center for Entrepreneurship Law. Our students work with clients with a diverse range of entrepreneurial efforts, and in the process gain valuable skills for their legal careers. If you are interested in helping to train the next generation of entrepreneurs and the lawyers who will serve them, please consider applying. Or if you know of other suitable candidates, please let them know of this great opportunity in Ithaca.
The full job posting is here.
June 12, 2026 | Permalink | No Comments
June 8, 2026
Divorce and The Housing Market
Marketplace interviewed me in for this response to a reader’s question, Can Divorce Affect The Housing Market? The story reads,
How much does divorce affect the economy, especially housing prices? In Davis, California, where I live, at least four households on my block have kids who effectively have a second house somewhere else in town with their other parent.
We know the effects divorce can have on household finances — it can lead to a decline in income, especially for women. One study from researchers at the University of Michigan and Boston University found that women increased “their labor in the workforce” following a divorce. But when it comes to the housing market, there’s little economic research on this topic.
The evidence we do have indicates that divorce can lead to a decline in homeownership rates, said Anthony Orlando, an associate professor of finance, real estate and law at California State Polytechnic University, Pomona, pointing to one Denmark study from 2019 that used a model to predict the correlation between the two.
“When there’s a divorce, there’s usually a sharp drop in wealth or net worth, because they’re splitting assets and there are costs associated with the divorce, paying for lawyers, etc. and all those things tend to reduce homeownership,” Orlando said. “If you’re only relying on your income rather than also having somebody else’s, you’re less diversified, and you might have more difficulty making the mortgage payments.”
Orlando said he hasn’t seen good studies on how divorce affects housing prices, but if there’s a decline in homeownership demand, then prices could decline.
The inverse is also true – the state of the housing market affects divorce.
“If housing prices increase significantly, there’s some evidence suggesting that divorce rates among homeowners actually goes down, and the reason is because when housing prices increase, there’s less financial stress. The married couple now has a house that’s worth more money,” Orlando said.
Rising rental prices could also make couples more hesitant to take the leap toward divorce. When housing prices go up, so do prices in the rental market. If someone is considering dissolving their marriage and sees high apartment prices, they might decide it doesn’t make financial sense to divorce, Orlando said.
There’s also a correlation between the broader economy and divorce.
“When the economy is hot, people divorce at higher rates, and when the economy is weak, it’s in recession, they divorce at lower rates,” said David Reiss, a law professor at Cornell University who studies housing policy.
Their mortgage may be underwater and they could be financially strapped, making the prospect of divorce difficult, Reiss said.
“Most of us in our day-to-day lives think to ourselves that questions of love and hate and relationships are driven by us as people,” Reiss said. But when you take a 10,000-foot view, you see how much the economy can drive our decisions, Reiss said.
June 8, 2026 | Permalink | No Comments






