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  • AI Legal Compliance Pt.1: Why It Matters Right Now

    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…

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    January 6, 2026

    4 min read

  • Can AI Draft Your Contracts? What the Benchmarking Really Says

    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…

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    February 12, 2026

    4 min read

  • Preferred Stock Pt. 1: What You’re Actually Selling When You Raise Venture Capital

    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…

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    October 28, 2025

    4 min read

  • SAFE Fundamentals Pt. 1: What in the World Is a SAFE

    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…

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    September 30, 2025

    4 min read

  • Why Your Startup Needs a Data Map Before a Privacy Policy

    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…

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    September 23, 2025

    4 min read

  • AI Legal Compliance Pt 3: U.S. Enforcement Reality—What Actually Gets Startups in Trouble

    AI Legal Compliance Pt 3: U.S. Enforcement Reality—What Actually Gets Startups in Trouble

    There’s no comprehensive federal AI law in the United States. No “AI Act” equivalent. No single agency with clear AI enforcement authority. But that doesn’t mean U.S. startups…

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    January 13, 2026

    4 min read

  • AI Legal Compliance Pt 2: The EU AI Act for U.S. Startups

    AI Legal Compliance Pt 2: The EU AI Act for U.S. Startups

    You don’t sell into Europe. Your customers are U.S.-based. Your team is in San Francisco or New York or Austin. So why does the EU AI Act matter?…

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    January 8, 2026

    4 min read

  • Federal Law Creates ‘Delete Button’ for AI-Generated Deepfakes and Revenge Porn

    Federal Law Creates ‘Delete Button’ for AI-Generated Deepfakes and Revenge Porn

    President Trump signed the TAKE IT DOWN Act into law yesterday, creating the first federal framework for removing non-consensual intimate images—including AI-generated deepfakes—from online platforms. The law gives…

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    November 25, 2025

    4 min read

  • Preferred Stock Pt. 4: Rights From Pro-Rata to Drag-Along

    Preferred Stock Pt. 4: Rights From Pro-Rata to Drag-Along

    The first three posts in this series covered the foundation of preferred stock, the economics of liquidation preferences, and the control mechanics of protective provisions. Those are the…

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    November 18, 2025

    4 min read

  • Preferred Stock Pt. 3: Protective Provisions Operational Flexibility  and Protecting Investors’ Investment

    Preferred Stock Pt. 3: Protective Provisions Operational Flexibility and Protecting Investors’ Investment

    When you sign a term sheet for a priced round, the relationship with your investors fundamentally changes. Before the investment, you controlled the company absolutely. You could amend…

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    November 11, 2025

    4 min read

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