Insanely Generative
Paul Henry Smith
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Do Not Vibe-code a Startup This Weekend.
This week’s episode is a cautionary tale dressed in elastic Thanksgiving pants. It begins with a three-day weekend and a single, terrible idea: “What if I became a startup founder… right now?” From there, our host spirals into the gravy-fueled madness of holiday entrepreneurship, where AI tools like Cursor, Claude, Lovable, and Bolt whisper delusional encouragement into turkey-stuffed ears. We meet the dreamers: the engineers who hand car keys to Cursor like toddlers in traffic; the Claude-believers having beige confessional chats with a language model; designers building gluten-free cupcake trackers in Lovable; and the Bolt daredevils detonating full-stack apps with a single click. Our host’s personal descent peaks with the invention of a “reality authenticator” involving piano scarves—a business plan so doomed it makes Clubhouse look like a blue-chip stock. The coup de grâce isn’t failure, but the horrifying vision of success: living as the sad prophet of piano-scarf authenticity, begging strangers to click affiliate links in the name of democracy. It’s funny. It’s tragic. It’s the holiday fable of our time: the seductive fantasy of building something, the merciless grind of marketing, and the blessed relief of abandoning it all before you accidentally become the mascot for your own humiliation. Listen if: You’ve ever considered launching a holiday side hustle. You want to hear a grown adult confess to inventing a piano-based deepfake solution. You need a reason to stay horizontal all weekend. Moral: Put the laptop down. Walk away. There’s still time to save your long weekend—and your dignity. Get full access to The Generative Gazette at generativegazette.substack.com/subscribe
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