EPISODE · Feb 11, 2026 · 39 MIN
Claude Cowork Setup: How One Founder Replaced $14K of Agency Work in 30 Minutes
from GTM AI Podcast with Coach K and Jonathan Moss · host AI Business Network
GTM AI Podcast: www.gtmaipodcast.com GTM AI Academy: www.gtmaiacademy.com AI Business Network: www.aibusinessnetwork.ai Steve Cunningham / Humans Plus Agents: https://humansplusagents.ai/ Steve on LinkedIn: https://www.linkedin.com/in/aisteve/ Steve Cunningham built a 10-year business around being the best in the world at summarizing business books. Then AI did it in 5 minutes. Instead of fighting it, he burned it down and rebuilt. Now he runs an AI agent operation inside Claude Cowork where 30 minutes of his time replaces 70 man-hours and $14,000 of agency work. In this episode, Steve walks through his exact setup: the folder structure that treats AI like a company, why HTML is replacing every other file format, the invoice method that rewires how you plan, and the overnight improvement loop that makes his system better while he sleeps. Plus, Steve is offering GTM AI Academy listeners access to his Black Belt AI Workflow Engineering training. Link in the show notes. 🔗 LINKS & RESOURCES GTM AI Podcast: www.gtmaipodcast.com GTM AI Academy: www.gtmaiacademy.com AI Business Network: www.aibusinessnetwork.ai Steve Cunningham / Humans Plus Agents: https://humansplusagents.ai/ Steve on LinkedIn: https://www.linkedin.com/in/aisteve/ 📌 TIMESTAMPS 0:00 - Intro and Steve's background 5:18 - How AI killed his dream job 8:57 - Simple Academy to Humans Plus Agents 10:11 - Claude Cowork setup and demo 14:03 - The org chart mental model for AI 15:34 - Why HTML beats Markdown and Office docs 22:43 - Folder structure walkthrough (advisors, agents, context, projects) 25:09 - The $14,000 in 30 minutes demo 27:04 - Treating every day like a quarter 28:11 - The continuous improvement loop 33:02 - What is actually NEW vs. just faster 34:15 - Distribution, deployment, and data framework 36:52 - Black Belt training offer 39:53 - The Bezos question: what will NOT change
What this episode covers
GTM AI Podcast: www.gtmaipodcast.com GTM AI Academy: www.gtmaiacademy.com AI Business Network: www.aibusinessnetwork.ai Steve Cunningham / Humans Plus Agents: https://humansplusagents.ai/ Steve on LinkedIn: https://www.linkedin.com/in/aisteve/ Steve Cunningham built a 10-year business around being the best in the world at summarizing business books. Then AI did it in 5 minutes. Instead of fighting it, he burned it down and rebuilt. Now he runs an AI agent operation inside Claude Cowork where 30 minutes of his time replaces 70 man-hours and $14,000 of agency work. In this episode, Steve walks through his exact setup: the folder structure that treats AI like a company, why HTML is replacing every other file format, the invoice method that rewires how you plan, and the overnight improvement loop that makes his system better while he sleeps. Plus, Steve is offering GTM AI Academy listeners access to his Black Belt AI Workflow Engineering training. Link in the show notes. 🔗 LINKS & RESOURCES GTM AI Podcast: www.gtmaipodcast.com GTM AI Academy: www.gtmaiacademy.com AI Business Network: www.aibusinessnetwork.ai Steve Cunningham / Humans Plus Agents: https://humansplusagents.ai/ Steve on LinkedIn: https://www.linkedin.com/in/aisteve/ 📌 TIMESTAMPS 0:00 - Intro and Steve's background 5:18 - How AI killed his dream job 8:57 - Simple Academy to Humans Plus Agents 10:11 - Claude Cowork setup and demo 14:03 - The org chart mental model for AI 15:34 - Why HTML beats Markdown and Office docs 22:43 - Folder structure walkthrough (advisors, agents, context, projects) 25:09 - The $14,000 in 30 minutes demo 27:04 - Treating every day like a quarter 28:11 - The continuous improvement loop 33:02 - What is actually NEW vs. just faster 34:15 - Distribution, deployment, and data framework 36:52 - Black Belt training offer 39:53 - The Bezos question: what will NOT change
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Claude Cowork Setup: How One Founder Replaced $14K of Agency Work in 30 Minutes
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