I used to think planning was the enemy of shipping. After 29 playbooks I no longer do.
For years I just shipped. Now I plan in 30 minutes, build in 30, capture in 10 — and the work compounds. Here's the loop.
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For years I just shipped. Now I plan in 30 minutes, build in 30, capture in 10 — and the work compounds. Here's the loop.
Not "what should I work on today" stuck. Bigger. The "I'm not sure my whole approach is still right" stuck. Here's the prompt that became my brain reset.
NCR, Walt Disney World, Wyndham Worldwide — then solo. Here's what I actually learned in those rooms about how AI lands in real organizations, and how it shapes what I'm building now.
Friday postmortems, pre-build pressure tests, security scans, and more. The actual prompts I use, with the small adjustments that make them deliver.
What's genuinely working in Waymaker, what still has rough edges, and what I'm betting wins anyway.
Everyone's selling AI as a magic wand. There are real gaps. Here are 9 of them, with the 7 Waymaker handles and the 2 that still need a human.
There's a protocol quietly rolling out across every major AI tool that changes what AI can actually do. It's called MCP, and once you set it up, your AI stops being a chatbot and starts being an operator.
Devin by Cognition is the most ambitious AI developer ever built—fully autonomous, capable of planning, coding, debugging, and deploying without human intervention. But once Devin ships your app, who makes sure anyone uses it? Here's why autonomous code and autonomous business are different jobs.
After 20+ years building for other people's dreams and drowning in a $500/month SaaS stack that didn't talk to itself, I snapped. This is the honest story of how Waymaker went from a 3am prototype to 54 AI agents — and why faith, stubbornness, and sleepless nights were the only ingredients that mattered.
Windsurf by Codeium is Cursor's biggest rival—Cascade agent, Supercomplete, generous free tier. But the same gap remains: an IDE builds code, not businesses. Here's why builders need a product operating system alongside their editor.
Cursor is the most exciting developer tool since VS Code itself. But an IDE's job is to help you write code faster — not to validate your market, build your pipeline, or coach you through a pivot. Here's why builders need an operating system, not just an editor.
What AI consulting actually looks like for a South Florida business — from first session to implementation.