Tag Archives: Cornell Law School

AI and Legal Education

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I was interviewed in the Forum (Cornell Law School’s Alumni Magazine) about AI and Legal Education. It reads, in part:

When she first began her legal studies at Cornell, [Jessica Rosberger ’26] says many students didn’t want to disclose they were using AI (“it felt like academic dishonesty”) but now it is “explicitly discussed” and used as a tool in studies and research. “I feel confident now going into practice to understand how the technology is evolving. I don’t know where it’s going, but I want to keep up with it,” says Rosberger, who joins the Manhattan District Attorney’s office after graduation. “In my view, Cornell is maintaining its integrity as a top law school by integrating AI into coursework and clinics. We have a professional responsibility to keep up with the technology and the platforms available to us.”

This sense of responsibility is especially evident at Cornell Tech, which offers courses and programs—including a Master of Laws (LL.M.) in Law, Technology, and Entrepreneurship degree—bringing together experts in engineering, computer science, design, business, and law “to build the foundations for new digital technologies—especially AI.”

“Our faculty are thought leaders in artificial intelligence and machine learning,” says David Reiss, clinical professor of law and research director of the Blassberg-Rice Center for Entrepreneurship Law. “The Law School has always been committed to ensuring that our graduates are practice ready. The integration of AI into the curriculum provides them with better tools. It will make them better lawyers and give them a leg up in practice.”

Reiss co-authored an article in Bloomberg Law explaining why law schools should teach how to integrate AI into practice. “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,” writes Reiss. Simulations were designed in which students were asked to complete the same transactional tasks, like drafting a contract or creating a client email, using different AI tools. The results were different because each platform drew from different sources or used different algorithms to interpret language—some provided a helpful first draft, while others did not, or even hallucinated.

“Our goal is student learning. It was for this reason that we like to deploy the AI tools at the end of our exercises: You do the work and then interrogate it with the AI tools of your choice,” explains Reiss. Just recognizing the capacity for different platforms to produce different results is critical. “AI is not a replacement for lawyers. We want our students to understand how it can be an enhancement for lawyers. It can increase efficiency and help meet tighter deadlines. The lawyers who adapt to AI will succeed and those who put their heads in the sand will fall behind.”

    *     *     *

Some law students are already trying to improve AI for practical usage. When Biying Cheng ’25 was at Cornell Tech’s Entrepreneurship Clinic, she assisted a client who designed an AI chatbot to help tenants deal with landlord issues and housing court. “We devised questions to test what level of detail the chatbot could and should provide, considering legal liability and jurisdictional issues,” says Cheng, who was already comfortable with AI. “I’m not a native speaker, and ChatGPT helped me draft emails, outline memos, and find resources. I called it Professor G and asked it to explains words I was unfamiliar with.”

Cheng’s pursuit of a J.D. came after receiving a master’s in international finance from Columbia University and a B.A. from The Chinese University of Hong Kong. Her work with the AI chatbot was a full-circle moment for someone who had witnessed Chinese students in Hong Kong participating in protests because of a serious housing problem. She saw how the law and AI could help New York City tenants facing housing issues. Cheng also co-authored an article with Professor Reiss on the real world impact of crypto and blockchain on tenants and real estate investors.

“The legal industry tends to be pretty conservative,” says Cheng, who now clerks for the U.S. District Court, Eastern District [of New York]. “But lawyers should want to become fluent in AI as a way to understand how it can impact lives in better ways.”

“We’re going to look to our younger colleagues to move us forward,” says Reiss. He believes that AI can help “refine legal judgment” with the right kind of prompting and critical review. AI can help lawyers “stress test” their own reasoning , identify blind spots, and learn about novel issues.

Cornell is Hiring a Transactional Clinician

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By Claude-Étienne Armingaud – Claudé, CC BY 2.5

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.

Rising Property Tax Assessments

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Canton, NY (CC BY-NC 2.0 Decaseconds)

I was interviewed by North Country Public Radio in Canton’s  Reassessment Doubled Many Home Values. How Does That Affect Taxes? The story reads,

Last month, Canton residents started receiving letters in the mail notifying them of their new property value assessments. Some people said their home values more than doubled, causing concern about unaffordable tax increases.

Canton’s last property tax assessment was almost two decades ago, in 2008. Since then, the values of people’s properties have changed. They’ve mostly gone up.

The town says properties were assessed at only 60% of their market value, and that the new revaluation brings these property values back up to 100% of their assessed value.

Reassessments have also happened recently in Potsdam, Ogdensburg, and other towns in the North Country. According to the Department of Taxation and Finance, these revaluations are happening to equalize property values so that people are taxed fairly.

But these changes have shocked some Canton residents. At a town board meeting in March, Phillip Burnett said his assessment seemed way too high.

“It’s so far out of whack…we’re talking about a double wide that tripled in 13 years,” said Burnett. “The discrepancy is so large that I don’t have confidence in anybody inside of these four walls, because this is what you voted for. I mean, my hair’s blown back that you guys got it so wrong.”

Town Supervisor Jim Smith says that just because a property value increases, that doesn’t mean your taxes will.

“That does not mean your taxes are going to double. No way, does it mean your taxes are going to double,” said Smith. “They would only double if county, town, and school left their tax rates at the very same rates as what they are, but all those tax rates are going to come down.”

Smith says he’s expecting there to be a reduction in tax rates by next year. That’s because, due to this reassessment, Canton’s tax base is expected to grow from $417 million to $730 million.

David Reiss, a Clinical Professor of Law at Cornell University, says property assessments need to keep up with how neighborhoods change.

“And so if you don’t reassess, you don’t really capture the introduction of the park. You don’t capture the introduction of the highway exit,” says Reiss. “And so you have relative unfairness where maybe both houses were valued at $200,000 15 years ago, but one is now worth $250,000, and then the other’s worth $400,000. And the reassessment is supposed to capture how that has diverged over time.”

Reiss says there are many variables, but it’s important for property owners to understand not just the assessed value of their property, but also their neighbours and the town as a whole.

“You need to understand the tax rate. You need to understand the budget. And then you have a better sense of how this is playing out across the board and also how it’s playing out for each individual property owner.”

Canton residents have the opportunity to contest their new property values at Grievance Days, which start on May 26. Town Supervisor Jim Smith encourages people who have concerns with their assessment to get in touch with the assessor’s office.

Smith says that in the future, he’s hoping to make these assessments happen more often, so that people aren’t surprised by what their property’s assessed value is.

Current Issues in Affordable Housing in New York City

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New York City Bar

I will be moderating a panel on Rent Freezes, the Housing Stability and Tenant Protection Act of 2019 (HSTPA), and Nonpayment at this in-person New York City Bar program on May 7th. The registration link is here and the full program description is below:

Description:

This program will provide an inside perspective on the future of affordable housing in New York City.  Seasoned practitioners from the private and public sectors will discuss the role of the city, state and federal governments, in conjunction with for-profit developers and not-for-profit organizations, in building and preserving affordable housing. Participants will learn about the statutory, regulatory and business considerations underlying critical topics in affordable housing.

Three expert panels will present on the following:

    • Rent Freezes, the Housing Stability and Tenant Protection Act of 2019 (HSTPA), and Nonpayment
    • The Community Opportunity to Purchase Act (COPA)
    • Case Study – Office to Residential Conversions

The detailed agenda for the day follows.

9:00 am – 9:05 am        Introduction & Program Overview

Farhana H. Choudhury, Associate Counsel/Chief of Staff for Legal at NYSHCR

Julia A. Solo, Senior Vice President & Counsel at Federated National Land

9:05 am – 10:05 am       Panel 1: Rent Freezes, the Housing Stability and Tenant Protection Act of 2019 (HSTPA), and Nonpayment

This panel will focus on the impacts of the HSTPA that have limited rent increases for things like apartment and major capital improvements, the Mamdani administration’s proposal for an extended rent freeze, and post-pandemic rent collection challenges.

Organizers:

Farhana Hassan Choudhury, Associate Counsel/Chief of Staff for Legal

Andrew M. Darcy, Pro Bono Counsel at Cleary Gottlieb Steen & Hamilton LLP

Moderator:

David Reiss, Professor, Cornell Law School

Panelists: 

Doug Apple, CEO, 1811 Consulting

Rafael Cestero, CEO, Community Preservation Corporation (CPC)

Tim Collins, Partner, Collins Dobkin & Miller LLP

Rob Ehrlich, Partner, Lazarus Karp Ehrlich McCourt, LLP

Topics will Include

    • Trends in Court
    • Long-Term Sustainability & Expectations Over the Next 5-10 Years
    • Potential Solutions
    • Public Commission

Question & Answer Session Conclusions

10:05 am – 10:15 am    Break

10:15 am – 11:15 am     Panel 2: The Community Opportunity to Purchase Act (COPA)

This panel will discuss the current status of the Community Opportunity to Purchase Act (COPA).  In December 2025, COPA passed the City Council but was vetoed by outgoing Mayor Adams on his last day in office. Mayor Mamdani and new City Council Speaker Menin did not attempt a veto override when the new City Council was seated in January, and the bill which passed City Council in December is effectively dead for the time being, although many advocates and politicians, including Mayor Mamdani, have vowed to continue the fight for COPA. It’s not clear where COPA will stand in May, but this panel will examine the history and advocacy behind COPA, its operation in Washington, DC and San Francisco, and potential constitutional challenges to the law.

Organizers:

Gerrald Ellis, Deputy General Counsel, Paths Development

Alexandra Hohauser, Associate at Nixon Peabody LLP

Moderator:

Gerrald Ellis, Deputy General Counsel, Paths Development

Panelists:

Erica F. Buckley, Partner, Nixon Peabody LLP

Arielle Hersh, Director of Policy and New Projects, UHAB

Topics will Include

    • Overview of COPA, as proposed, in NYC
    • Current status of COPA in NYC
    • Discussion of the main sticking points in even getting COPA passed
    • Discussion of COPA in Washington, DC and San Francisco
    • Potential constitutional challenges

Question & Answer Session  Conclusions

11:15 am – 11:25 am     Break

11:25 am – 12:25 pm     Panel 3: Office to Residential Conversions that include Affordable Housing

This panel will discuss the challenges and benefits to office-to-residential conversions in New York City, including land use considerations, challenges in design, the unique considerations of financing, the 467-m tax incentive and case studies.

Organizers:

Daniel M. Bernstein, Member and Leader of the Tax Incentives and Affordable Housing Department at Rosenberg and Estis, P.C.

Zachary L. Nathanson, Senior Associate Attorney at Adler & Stachenfeld LLP

Moderator:

Daniel M. Bernstein, Member and Leader of the Tax Incentives and Affordable Housing Department at Rosenberg and Estis, P.C.

Panelists: 

John Cetra, FAIA, Co-Founder, CetraRuddy Architecture D.P.C.

Tricia Dietz, Assistant Commissioner for Housing Incentives, NYC Department of Housing Preservation and Development

Alexander Tendler, Vice President at Vanbarton Group

Daniel Weisen, Senior Director at Eldridge Capital Management

Topics will Include

    • Land Use Considerations
    • Partial Conversions
    • Design Considerations in the Conversion Process
    • 467-m: Eligibility Considerations
    • 467-m: Applying for Tax Exemption Benefits
    • Lender Considerations
    • Case Studies

Question & Answer Session Conclusions

12:25 pm – 12:30 pm     Closing Remarks

Farhana H. Choudhury, Associate Counsel/Chief of Staff for Legal at NYSHCR

Julia A. Solo, Senior Vice President & Counsel at Federated National Land

Incorporating AI Tools Into Your Legal Practice

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I published Advice for Incorporating AI Tools Into Your Legal Practice along with Celia Bigoness and Robert MacKenzie in the National Law Review. It reads,

We have been speaking with many lawyers and law students about using generative artificial intelligence (AI) tools in their legal practice. We are struck by the fact that many of them have not been experimenting much, if at all, with the tools that are available to them – although many acknowledge that their clients are increasingly integrating generative AI into their businesses. We have been integrating a lot of these tools into our own professional lives, and here are some tips to help lawyers and law students get comfortable with AI tools that can help them, in big ways and small, with their job.

Put it on Your Home Screen

Put your preferred AI app (ChatGPT, Claude, etc.) onto your phone’s home screen and be sure to allow it to access your phone’s microphone. You will be surprised by how often you get the urge to ask the app slightly complex questions that a basic web search would not answer. (Hat tip to one of our kids for this idea.)

Start with the Familiar

Trusting the output of an AI tool without having the ability to verify its accuracy is okay if you are choosing a movie to stream tonight. It is not okay if you are using it to provide legal advice to a client. To get comfortable with AI tools, start using it for tasks that you have experience executing and reviewing. One simple way to start: explain a familiar task to the AI tool and ask it for guidance on how you can use it to complete the task.

As you use AI tools in newer areas, you want to review the cited sources in the AI output to confirm that you agree with the AI model’s interpretation of them. Sometimes they are plain wrong, sometimes the AI model misinterprets the cited documents, and sometimes those documents are out-of-date.

When the stakes are greater than your personal entertainment, you need to do a lot of due diligence before you adopt an AI tool’s findings.

Use Multiple Tools

Different AI models are built on different training documents and have different algorithms that they apply to those documents. There is nothing more edifying than running the same queries through a few general AI models and a few specialized ones (like those geared to lawyers, in particular). You will see a range of answers, from non-answers to highly specialized and accurate ones. You will start to become a more sophisticated consumer of the different models, understanding each of their strengths and limitations.

Tell It Your Needs

Most AI tools will tailor their responses to your preferences. In some cases, we created a prompt to instruct the AI tool that responses should be of the type that a lawyer would like to receive—providing sources, explaining its analytical steps, and what it did and did not consider. The AI tool responded that it would be precise, answer “above a lay level,” and “be candid about uncertainty.” This has improved its answers and had the side effect of reducing sycophantic language (“That is a very good question!”).

Use it for Your Pain Points

We all have some routine tasks that we find irritating. They are usually the ones we procrastinate on. For some, it is preparing slide decks. For others, it is drafting certain kinds of emails (unpaid bills, anyone?). Just getting a first draft from the AI tool often helps you to finish the work up. But for some tasks, like preparing presentation slide decks, you can save hours and hours of your time.

We have experimented with both general AI tools and those that specialize in slide deck preparation. They have pros and cons, but are generally very helpful. In all these cases, the AI tool’s time savings are in large part due to the fact that the AI tool is optimizing a task that you are capable of doing yourself. You are able to quickly verify and edit the output.

However, if you were asking the tool to analyze a topic with which you are unfamiliar, or perform a task that you’ve never done before—if you’re learning from scratch—you will still need to go through the painstaking process of checking sources and confirming output.

Play in Vaults

One game-changing use of AI tools is to upload documents to a secure location in the cloud (sometimes referred to as a “vault”) and hone the tool’s focus on only those documents. A transactional lawyer can upload hundreds of documents and quickly identify commonly appearing terms for comparison or inconsistencies among them. A litigator can upload thousands of pages of litigation documents and create a draft chronology of events. Again, the output cannot be taken at face value due to the functional limitations of these tools, but it can provide an extraordinary first draft that can then be verified and edited to the form you prefer. This can be a game-changing use of AI for lawyers, as long as you have verified the vault’s security in advance.

Use it as a Second Set of Eyes

This is a great and scalable tip for those who are skeptical of AI tools. After you have completed a written task, ask an AI tool to critique for clarity, coherence, and accuracy. Even an experienced attorney will get at least a couple of suggestions that will ring true. And of course, you can reject all of the suggestions that you disagree with. This is a great way to see if an AI tool can provide you with real value with very little investment of your time.

Along the same lines, for more advanced experimentation, you can use the AI tool to issue spot and offer counterarguments to your work to complement your own analysis. Again, this is very low stakes because you can reject anything you find wrong-headed or irrelevant. Of course, you need to be careful about sharing privileged information (see vault security above).

Preserve Confidentiality

We have spent more time than many of you would like looking at the Terms of Use of the AI tools we have used. Except for certain tools that are developed for legal work in particular, we believe that the attorney-client privilege can be compromised when using many AI tools because of how the tools use your input information.

We have had students and clients who wanted to use AI transcription tools to compile meeting notes. We have advised them that confidential information can be compromised by such tools and that we do not use them in our practice, at least at this time.

If you begin to use a tool with client-identifying information, be sure to confirm that you are complying with your professional responsibilities to preserve client confidences.

Don’t get Lazy!

We all read the headlines about lawyers who use AI to draft legal documents and do not check to confirm that the work product is correct. Those lawyers rightfully face professional discipline and reputational consequences. We can all say that we would never do that, but a new term has arisen to describe an unthinking reliance on AI: “cognitive offloading.” This offloading occurs when we reduce our own deep research and thinking because of an unhealthy reliance on AI tools.

Every time we complete a substantive task with AI, we need to ask if we have thought through the task as fully as we would have if we did it without the tool. If the answer is no, we need to dig into it again. Cognitive offloading is a particular concern for law students and younger generations of lawyers, who have grown up with technology and tend to be more comfortable using AI tools – and therefore more susceptible to this unthinking reliance.

Conclusion

From our discussions with lawyers in private practice, it is clear that AI tools are being used in the ways we have mentioned above. No doubt, more specialized tools are in development. It’s clear that AI will transform the practice of law in the coming years. Those who are new to AI can use these pointers to begin exploring how AI works. We think they can amplify their effectiveness to the benefit of their clients and themselves, so long as the risks that AI tools pose are thoughtfully addressed.

 

Mamdani’s Property Tax Hike Proposal

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ABC News interviewed me in New York Mayor Mamdani’s Property Tax Hike Proposal Puts Pressure on Taxing Millionaires. It reads, in part,

David Reiss, a clinical professor of law at Cornell Law School, told ABC News that it was inevitable that Mamdani’s progressive policies would be met with initial resistance by moderates in a highly contested election year, but the debate over taxation will be one that resonates across the country as affordability takes center stage at the ballot box.

“I have no doubt this will be a flashpoint for national elections and state and local elections as well,” Reiss said.

    *     *     *

A Political Game of Chicken Not Limited to NYC

Reiss, who used to chair New York City’s Rent Guidelines Board, told ABC News that taxation has always been the big factor in elections, with Republicans previously running on a stance of no new taxes on Americans.

This year’s election season will be different, he noted, given Mamdani’s rise to national prominence, as well as that of progressive candidates who have been championing policies to help Americans make ends meet, such as improved child care and rent relief.

“You will see people say, ‘We want to increase revenues to support progressive issues,'” Reiss said.

Reiss said that Mamdani is “planting the flag” in a manner that is important to him and his supporters by making a property tax hike warning a part of his negotiations with the City Council and Albany.

Reiss further said that dangling a worst-case scenario this early puts the conversation on affordability and government fiscal priorities front and center, instead of it being buried under other issues that will surface as election season kicks off.

“You’re seeing a very popular mayor to use the bully pulpit for some change with a politically middle-of-the-road state government,” he said. “It really is a political game of chicken.”

    *     *     *

Reiss noted that the public push for more cost relief has seen leaders become more open to considering progressive policies.

Since Mamdani won the mayoral election, Hochul has been more open to some of his proposals to help New Yorkers, including expanding state funding for child care options for children aged two and older.

On Monday, the governor, whom Mamdani has endorsed, announced that the state would invest $1.5 billion in the city over the next two years for various services and programs, such as public health and youth services.

“It seems from a political perspective a logical strategy for a popular mayor to take, but it’s not without its risks,” Reiss said.

    *     *     *

Lawmakers across the country are facing growing calls from their constituents to address income inequality and the wealth gap, Reiss said, noting a proposed wealth tax in California on billionaires that has prompted some corporations threaten to leave the state.

“It’s the lightning rod, and it sets the terms of the debate,” Reiss said of Mamdani’s budget negotiation proposal. “But we’ll see if it compels other partners in government to go along or to resist it.”

Consumer Law Awardee, alongside Senator Warren

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David J. Reiss (right), clinical professor of law and research director of the Blassberg-Rice Center on Entrepreneurship Law at Cornell Tech and Kara Bruce (left), head of the AALS Section on Commercial and Consumer Law and the Graham Kenan Distinguished Professor of Law at the University of North Carolina School of Law.

Via Cornell Law School:

David J. Reiss, clinical professor of law and research director of the Blassberg-Rice Center on Entrepreneurship Law at Cornell Tech, was among the distinguished law professors honored at an awards ceremony held January 9 during the Association of American Law Schools’ (AALS) Annual Meeting in New Orleans.

Reiss was recognized with the Section on Commercial and Consumer Law Juliet Moringiello Mentorship Award, which was also given to Senator Elizabeth Warren, Harvard Law School (Emeritus). “I am extremely honored to share this award with Senator Elizabeth Warren, who is a hero to many of us who work on consumer protection issues in the financial sector,” said Reiss.

Kara Bruce, head of the AALS Section on Commercial and Consumer Law and the Graham Kenan Distinguished Professor of Law at the University of North Carolina School of Law, presented Reiss with the award.

“In his twenty-three-year career in law teaching, David has founded and directed a variety of law clinics, merging discrete areas of law such as real estate, consumer, and small business law into programs that offer broad support to the communities they serve. Along the way, he has guided and supported many clinicians, adjuncts, and fellows as they found their footing in legal academia,” said Bruce.

Praised for his mentorship-focused activities at Cornell, Reiss spent the past semester co-teaching with Robert MacKenzie, the Davis Polk & Wardwell LLP Clinical Teaching Fellow at New York University School of Law, as he entered the academy. “Watching his excitement as he figures out how he wants to approach teaching, scholarship, and service over the decades to come is a joy in its own right. And to the extent I can offer any advice that he might find useful, I am very happy to do so,” said Reiss.

Reiss remains connected with the practicing bar as a fellow of both the American College of Real Estate Lawyers and the American College of Mortgage Attorneys. He also has a forthcoming book, Paying for the American Dream: How to Reform the Market for Mortgages, that will be published by Oxford University Press.

At the award ceremony, Reiss said, “Receiving this award drove home to me how we are a community of scholars who work with each other and rely on each other to make sense of the immense complexity of commercial law and to understand the implications of its structure for consumers and businesses.”