Legal work runs on documents. Case files, contracts, discovery materials, correspondence – they accumulate. Whether you’re building a timeline from scattered dates, searching for contradictions in witness statements, or extracting key clauses from multiple agreements, the process is often slow, meticulous, and time consuming.
In my recent Wisconsin Lawyer article, “NotebookLM for Lawyers: AI That Focuses on Your Documents”, I explore a different approach to AI in legal practice—one that focuses exclusively on your documents rather than pulling
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A Practical Guide on AI Prompting for Legal Professionals
The November issue of Wisconsin Lawyer features a practical guide I wrote on using generative AI effectively in legal practice. “AI Prompting for Legal Professionals: The Art of Asking the Right Question” offers a framework for attorneys looking to improve their interactions with AI tools while maintaining professional standards.
The central premise is straightforward: the same critical thinking skills lawyers use when interviewing clients or examining witnesses apply equally when working with AI. Vague information from a client
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Small Firms, Big Ideas; Reflections from the 2025 Wisconsin Solo & Small Firm Conference
Earlier this month, I had the privilege of making my annual trip to Wisconsin Dells to attend the 2025 Wisconsin Solo & Small Firm Conference. As with each year of the conference, it was a reminder that, even as attorneys characterize themselves with independence (solo and small firm attorneys especially so), community is essential. Solo and small firm attorneys face unique challenges of managing law firm operations themselves, including client intake, billing, legal research, and even drafting blog
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AI in Employment-Related Decisions, Part 2: State Strategies to Address Pressure and What It Means for Employers
Read Part 1: AI in Employment-Related Decisions Part 1: Big Tech and Federal Power
Across the country, state lawmakers are recalibrating their approaches to regulating the use of AI in employment decisions. This is in direct response to pressure from the technology industry and the Trump administration.
California initially considered broad mandates on AI use in hiring that would have imposed strict notice and impact assessment requirements on employers. Following pushback from industry groups and concerns about federal overreach,
AI in Employment-Related Decisions Part 1: Big Tech and Federal Power
State lawmakers across the country have been busy this year trying to curb the most consequential uses of AI in employment-related decisions. As those attempts moved from idea to legislation, two powerful forces have pushed back.
The tech industry is concerned about a patchwork of state rules, and the Trump administration has prioritized removing barriers to AI use. States are reacting by shifting their strategies to narrow, revise, and/or delay legislation. Employers would be wise to stay abreast of
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Does Fee Denial Signal New Expectations for Detecting Opposing Counsel’s AI Hallucinations?
Lawyers who fail to verify AI-generated content do so at their own peril – and now, potentially at the peril of fee awards. A California Court of Appeals decision adds a new wrinkle to the growing body of AI hallucination cases by asking: What happens when opposing counsel fails to detect an opponent’s fake citations?
A Familiar Story with an Unexpected Twist
In Noland v. Land of the Free, L.P., the attorney used ChatGPT to enhance his appellate briefs
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Adopt the Model, Train the Human: AI Literacy as the Parallel Track to Integration
The rush to integrate AI is understandable. New tools promise faster drafting, richer research, and smoother operations. Adoption alone, however, is not enough. When powerful systems land in people’s hands without a shared understanding of how to use them well, the risks expand as quickly as the possibilities. A parallel track in AI literacy changes that. It develops users who are curious, appropriately skeptical, and legally careful. It also tends to produce better work.
By AI literacy, I mean
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Don’t Mess With Texas: The Lone Star State Has Become a Leader in Data Privacy and AI Regulation
While generally considered a business-friendly state, Texas is taking an increasingly important role in regulating how U.S. companies use their information technology.
Over the past few years, Texas has adopted path-breaking new data privacy and AI laws with potentially broad impacts for businesses—including those in the Midwest—that have Texas customers, and its attorney general is actively enforcing these laws in the marketplace. As the second-largest economy in the U.S., it’s time for businesses to pay more attention to what
The Sovereign and the Circuit
Systems of Governance in the Age of AI
Governance, at its core, is about how we relate to one another. It is not just about laws or procedures. It is about who is heard, how power moves, who decides what matters, and how decisions are made real through collective agreement. Governance lives not only in legislatures or courtrooms, but in families, organizations, and everyday relationships.
Most governance systems rely on fixed tools: constitutions, codes, and legal frameworks that are
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SEO and Your Legal Content: Does Quality Need to Suffer to Rank?
Long gone are the days when simply stuffing articles with keywords was enough to climb search rankings. With changes to search engine AI programming, the focus has shifted to providing high-quality content that serves the needs of web users.
As an attorney, keeping abreast of changes to key digital marketing tactics is crucial to making informed choices and having knowledgeable conversations with your marketing and SEO teams. Whether your firm outsources your legal marketing or handle your content in-house,
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How Can We Trust What We Don’t Understand?
I’ve been thinking about a question raised by Dario Amodei, CEO of Anthropic, in his recent piece, “The Urgency of Interpretability.” He writes about the increasing power of artificial intelligence systems and our unsettling lack of insight into how they actually work. The models are getting stronger. Our ability to understand them is not.
This isn’t just a technical concern. Increasingly, these systems are showing up in places that carry legal, ethical, and practical significance. Mortgage determinations, hiring tools,
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Is It Still Good Law? Free Law Project to Build Citator using AI
The Free Law Project recently announced its intention to build a citator using AI.
If successful, the emergence of an open-access, open-source legal citator would be significant to both practitioners and the public. Citators, such as Shepard’s and KeyCite, answer the foundational question of whether the case law you are using is good law, bad law, or somewhere in between. FLP’s mission is to “democratize access to this crucial information for small law firms, independent researchers, self-represented litigants,
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We Can Try to Understand The New York Times’ Effect on AI
You can tell by the rise of generative AI that it has generated a lot of interesting operational and legal questions. To piggyback off my colleague, Fatimeh (see her posts here and here), I wanted to look in on a specific legal dispute involving AI and copyright.
Back in 2023, The New York Times (NYT) sued Microsoft and OpenAI over allegations of copyright infringement, digital millennium copyright act (DMCA) violations, unfair competition, and trademark dilution. In short, NYT
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If You’re Using AI in Your Business, Start Here
A lot of the businesses we work with are experimenting with AI tools – drafting content, summarizing data, even building internal workflows. And understandably so: these tools are accessible, affordable, and increasingly powerful.
But we’re also seeing a familiar pattern emerge. AI is easy to use, and just as easy to misuse.
If you’re a business owner or decision-maker navigating this terrain, here are a few questions worth considering. These aren’t meant to scare you off. Rather, they’re designed
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Choosing Between Artists and the Algorithm
I’ve been thinking about the clash between generative AI and copyright law, particularly in light of OpenAI’s claim that restricting access to copyrighted material could end the AI race altogether.
It’s a provocative statement. But it’s also a false binary. Because we’ve been here before – at the edge of a new medium, a new method of creation. And time and again, copyright has stretched to meet the moment.
At its heart, this isn’t just a legal dilemma.
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Minimizing Product Liability Risks Caused by AI: Practical Tips for Businesses
The use of artificial intelligence (AI) touches many sectors in the United States, and the business world is no exception. While this exciting development has proven useful for many businesses, it is also a new source of potential liability.
AI enhances products such as self-driving cars and medical devices, but the current legal framework has yet to evolve with this rapidly-developing technology. Companies should be aware of potential product liability risks under the current legal framework to ensure they
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