Tag Archives: trade secrets

Offloading, not Surrendering, to AI

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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:

    • 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.

Reiss on Legal Snares for Entrepreneurs

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Inc.com quoted me in 6 Legal Snares All Entrepreneurs Should Be Ready to Dodge. It reads,

The last thing you want to do as an entrepreneur is pour through long dull documents written by lawyers for lawyers. But there’s a reason it’s called work and not fun. Miss taking care of this aspect of your business and you might find yourself being investigated by the federal government, on the hook for thousands in otherwise unnecessary costs, in a never- ending fight with others involved in the company, or stuck at the exact time you need to be moving.

I was speaking with David Reiss, a professor of law at the Brooklyn Law School and research director of its Center for Urban Business Entrepreneurship (CUBE). Entrepreneurs often lack the broad business experience that would help them avoid a number of traps on the way to growing a business, he said. Here are some of the most common.

Real estate contract snags

“You have a great idea but know nothing about the basics of being a small business person, so you sign the first lease [you’re offered],” he said. But a commercial property lease is a complex document that makes an apartment lease look like nothing in comparison. It typically is something to be negotiated, and getting help to understand the ramifications of various clauses is crucial. “Often there are pretty complicated rent increase provisions that entrepreneurs don’t get,” he said. The document as written might assign you a portion of the building’s increased operating expenses in addition to rent increases. Overly strong restrictions on the ability or reassign or sublease the lease’s obligations could mean an inability to move to a larger space when the business grows. “What are the use restrictions?” Reiss asked “What if the business morphs into something else? Does that violate the use limitations on the space? “

Pick the right corporate structure

You’ll likely have many choices of how to legally and financially structure the company. Some are an LLC, sole proprietorship, partnership, S-corp. , or C-corp. “They have different tax implications, different implications as you increase in size and revenues,” Reiss said. If you have the wrong structure in place, you might find yourself having to unwind it as the business expands. Not only might that be unnecessarily expensive, but you’ve potentially opened yourself to renegotiating some basic arrangements that could be troublesome.

Get a fitting partner agreement

If you need a reminder of how badly partnerships can go, look at Snapchat or Square. One day everything is fine. The next, former best friends are at each other’s throat. You have to consider how to allocate both profits and losses (some investors might like more of the latter).

“Some people are putting in time, some are putting in intellectual property, and some are putting in cash,” Reiss said. “People have different expectations for each of those contributions.” A thorough and well-constructed partner agreement provides a framework for addressing the important issues before everyone is at an impasse.

Have appropriate protection for intellectual property

All businesses have intellectual property. Getting protection on every aspect can burn through cash. For example, patents are great, but if you can’t lock down broad enough protection, competitors might be able to easily work around the walls you built, in which case you may have wasted money. Perhaps trade secrets might be more appropriate. Do you really need to trademark every single name and phrase? Maybe yes, maybe no. Talk to a professional to devise a useful strategy, keeping an eye on what you can afford and how much effort you might need to divert from getting business done.

Check insurance

You’ll need commercial general liability insurance and might also need property insurance. Might directors and officers liability insurance, also known as D&O, be advisable to protect principals in the company? Does your lease or contracts with clients demand particular levels of coverage?

Regulatory compliance

On one hand, anyone who says that regulations make it impossible to open a business is someone to be questioned. On the other, you can get badly tripped up in some common areas like taxes, handling inventory, or labor laws. “A little bit of planning can save you lots of headaches, money, and bandwidth,” Reiss said. “If you’re working 16 hours a day, you don’t want to be thinking about an investigation by the Department of Labor. You need someone to run through a checklist with you of the regulatory overlays on small businesses.”

Bringing lawyers, accountants, insurance brokers, and others in for reviews and discussions isn’t cheap, but it’s a lot less expensive than trying to solve problems after they’ve snared and tripped you.