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From Googling to Building Skills, Markdown Files, and Scheduled Workflows

I uploaded my son's entire baseball schedule into Google Calendar in under two minutes this morning. No manual entry, no typos, no cross-referencing dates. I pasted a link into Claude, hit enter, and 18 games appeared on my calendar. Then I did the same thing with soccer. This is the kind of stuff AI can do for you right now, and in this episode, I'm breaking down exactly how I got here.

In this solo episode, I'm pulling back the curtain on my full AI journey, from treating ChatGPT like a glorified Google search to building reusable skills and markdown files that make Claude work smarter every single time I use it. I'm also sharing your survey results (spoiler: most of you are at about 45% comfort level, and that's totally normal) and walking through exactly how to start, no coding required.

What I Cover:

• How I went from free ChatGPT to paid Claude in about two years (and why I switched)
• The prompting framework I use every time: who you want it to be, what you want it to do, what outcome you need, and any context it should know
• The "if you've told it three times, save it as context" rule for markdown files, and the "if you've asked it three times, build a skill" rule for workflows
• How the /episode-assets skill turns a raw transcript into show notes, an Instagram caption, and an SEO caption in one command
• My full AI tech stack: Claude, Superhuman, Notion AI, Descript, Grammarly, and how each one fits
• The five-minute baseball and soccer calendar hack that saved me 30 minutes (and made me the hero of the mom group text)
• Connectors I'm using right now: Google Calendar, Gmail, Notion, and why I keep everything on "needs permission" mode
• Your survey results: 51% ChatGPT, 32% Claude, 14% Gemini, 3% Copilot, and what that tells us about where everyone's starting from
• Why AI is like learning a new language, and why copying someone's markdown files won't make you fluent

References:

• Am I Just A Text File
• Skills
• Helpful Series to Get Started on Claude Code
• Anthropic Courses
• AI Learning Lounge

Episode Music - For Days - Tom Deis via Shutterstock