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  • 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

  • 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

  • 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

  • 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

  • Preferred Stock Pt. 2: Liquidation Preferences Who Gets Paid When

    Preferred Stock Pt. 2: Liquidation Preferences Who Gets Paid When

    In the optimistic glow of a term sheet, founders naturally focus on the headline number: the post-money valuation. It’s what you tell your parents, your team, and your…

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    November 4, 2025

    4 min read

  • SAFE Fundamentals Pt. 4: Strategy for Setting Terms and Avoiding Death Spirals

    SAFE Fundamentals Pt. 4: Strategy for Setting Terms and Avoiding Death Spirals

    You understand what SAFEs are. You understand how they convert to shares. You understand the option pool shuffle and why founders who think they sold 20% end up…

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    October 21, 2025

    4 min read

  • SAFE Fundamentals Pt.3: Beware The Option Pool Shuffle – Why Founders Lose Control at Series A

    SAFE Fundamentals Pt.3: Beware The Option Pool Shuffle – Why Founders Lose Control at Series A

    The Option Pool Shuffle: Why Founders Lose Control at Series A In the previous post, we covered how SAFEs convert to equity—the formulas, the mechanics, the math. If…

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    October 14, 2025

    4 min read

  • SAFE Fundamentals Pt. 2: How SAFEs Convert Into Shares

    SAFE Fundamentals Pt. 2: How SAFEs Convert Into Shares

    A SAFE is a promise—you give an investor cash today, and they receive equity in the future when certain events trigger conversion. But how exactly does that conversion…

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    October 7, 2025

    4 min read

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