February 6, 2026
Phrase
"It's like ego death"
Describing what happens when you become a parent and then start using Claude Code. The loss of control, the surrender of identity, the rebuilding. "It's like ego death" applies to both.
Cohort kickoff transcript
Essay
Course module
Tension
"What do you actually spend time building when you can build anything?"
The question that freezes people. When the barriers drop, the hardest part isn't building, it's choosing.
Cohort kickoff transcript
Essay
Discussion prompt
Observation
Context loading is the real skill
The quality of what Claude produces is directly proportional to how much context you give it. The people who get the most out of it are the ones who've spent time loading their whole world into it. Not prompt engineering. Context loading.
Cohort kickoff transcript
Course module
Thread
Phrase
"Say yes to the resistance"
When you feel resistance to writing something, that's the signal to go toward it, not away. The awkwardness is the material.
Writing session transcript
Essay on creative process
Observation
The confidence of Etsy witches
"Are they just burning a sheet of paper? Maybe. But they're a witch, so it means something different. And people pay for it." The lesson: have the confidence of an Etsy witch.
OAT strategy session
Thread
Course module on pricing
Tension
Hope or cope?
"Am I being hopeful about the future of human creative work, or is this just cope?" The divide between believing humans will always be needed and suspecting we're just telling ourselves that.
Collaborator conversation
Essay
Course framing
Observation
"This moment feels like the world finally met me where I am"
Sterling talking about ADHD and AI. For the first time, the tools match how his brain actually works. Not accommodation, not workaround. Actual fit.
Entrepreneurship session
Thread
Course testimonial
Tension
Meta work vs. actual work
The trap of building systems to do the work instead of doing the work. The system-building feels productive but it can become its own procrastination.
Entrepreneurship session
Pattern
"It's just a markdown file, but it's a magic spell"
The recurring realization that what looks simple (a text document, a voice guide, a prompt template) is actually enormously valuable when placed in the right context.
OAT strategy session
Course module on value pricing
Observation
Young people losing their intuition to AI
Therapist noticing younger clients can't identify what they want anymore. They follow AI suggestions, influencer wellness journeys, pre-made plans. The muscle of knowing yourself is atrophying.
OAT group discussion
Essay
Why taste matters