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Can AI Draft Your Contracts? What the Benchmarking Really Says
Recent benchmarking data from legalbenchmarks.ai has turned heads recently. According to their study, top AI tools now produce reliable first drafts of standard contracts at rates that meet…
4 min read
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AI Legal Compliance Pt.1: Why It Matters Right Now
If you’re building or deploying AI, the rules have changed. Regulators now care about AI as a category—not just the downstream harms your technology might cause. And while…
4 min read
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Preferred Stock Pt. 1: What You’re Actually Selling When You Raise Venture Capital
There is a specific moment in every founder’s journey when the business becomes more complicated than the product. It usually happens when you receive your first term sheet…
4 min read
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SAFE Fundamentals Pt. 1: What in the World Is a SAFE
You walk into a coffee shop and an angel investor sits across from you and says, “I like what you’re building. I’ll put in $100,000 to help you…
4 min read
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Why Your Startup Needs a Data Map Before a Privacy Policy
There is a specific question that kills enterprise deals. It usually appears on page 7 of a 40-page security questionnaire, buried between questions about SOC 2 compliance and…
4 min read
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What IBM’s X‑Force 2026 Threat Intelligence Index Means for Your Legal Risk
Threat intelligence reports usually land on the desks of CISOs and security engineers. They shape patching priorities, board decks, and tabletop exercises. What they rarely do is translate…
4 min read
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AI and Legal Services: When NOT to Use AI First
An Important Addendum to “Can AI Draft Your Contracts: What the Benchmarking Really Says” Last week, I wrote about research showing that AI contract drafting tools achieved 73%…
4 min read
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First Amendment Concerns with the TAKE IT DOWN Act: What Civil Liberties Groups Are Saying
TLDR Summary Even groups dedicated to fighting revenge porn (like CCRI, which drafted the model legislation) have “serious concerns about the constitutionality, efficacy, and potential misuse” of the…
4 min read
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AI Legal Compliance Pt 5: Building a Compliance Process That Scales
You have the three core documents. You understand the regulatory landscape. You know what questions to answer. Now you need a process—something lightweight, repeatable, and capable of scaling…
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AI Legal Compliance Pt 4: Three Documents and You’re 90% there
You’ll get asked about AI compliance over and over—by customers during procurement, by investors during diligence, by acquirers during M&A. The questions are predictable: What AI do you…
4 min read