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Bootstrapped Giants

Why I'm Building an AI Writer

13 Nov 2025

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🎧 Highlights:[00:00:00] Why build your own AI writer instead of using existing tools[00:02:15] The dream of never writing social posts again[00:03:36] “Software is no longer generic — it’s bespoke”[00:06:18] Excel as the original custom-software platform[00:08:42] How Excel models run billion-dollar deals[00:10:39] The rise of low-code and AI-generated workflows[00:13:30] Why generative AI is the missing layer Excel never had[00:14:45] LLMs as amplifiers — the new power stack[00:18:54] The risks and trade-offs of AI-built tools[00:19:57] SaaS vs. services — who wins in the new AI supply chain[00:24:00] The coming shift to voice-first computing[00:26:30] Why most AI tools still suck — and how to fix that[00:29:00] The plugin future of AI — small tools that amplify human workflows[00:33:00] “This time it really is different” — the pace of AI adoption[00:35:15] Building AI-first companies in the Midwest[00:36:09] Why AI will redefine marketing and discovery[00:39:00] From websites to zero-click experiences — the new internet economy[00:40:21] The long runway for AI transformation In this Bootstrapped Giants conversation, Jesse Pujji, Andrew Warner, and Adam Brakhane explore how artificial intelligence is transforming the way companies build and use tools. They discuss why the next wave of billion-dollar companies will focus on custom agents, not generic apps — tools designed for a single person or business — and how this shift will upend everything from marketing to operations. 

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