I built a business. I also built a cage. They turned out to be the same thing.
An entrepreneur's working notebook on philosophy, AI, and the small project of getting out without burning the whole thing down. Honest enough to admit I'm still in it. Stubborn enough to take notes anyway.
Voice memos. Sunday Letters. Both, every week.
Every Sunday morning — a longer essay and a shorter audio recording. Both come from the same place: a phone, a walk, a thought I couldn't shake.
Voice memos
Recorded into my phone, often on walks. AI-shaped transcript on every one so you can read or listen. Roughly 3–8 minutes. Raw enough that you can hear the breath.
Sunday Letters
Longer, considered. A working essay on one of the four pillars below. Ships with an audio version, because some of you would rather walk through it than read it.
The signal
One framework, prompt, or decision tool I've actually used that week. Tested in real life, not extracted from a productivity book I haven't read.
Not narcissistic enough to think you care. Delusional enough to think it matters.The signature line · printed on every Sunday Letter
Four things, written about honestly.
Every Letter and every voice memo falls into one of these. If it doesn't, it doesn't ship.
Decisions that don't suck
Premortems, decision journals, steelmanning — the mechanics behind calls that hold up. Field-tested on a Tuesday, not extracted from a productivity book I haven't read.
Philosophy for operators
Stoicism, existentialism, Eastern thought — not as theory. As what Marcus Aurelius would say about a Slack ping at 11 p.m. on a Sunday.
AI — theoretical to practical
How to actually use AI to make things, decide things, read better. Show the prompts. Show what worked. Show what didn't — which is usually more useful.
Saying the quiet part out loud
The things your investors won't tell you. The things your peers know but won't say. The truths everyone in the room is dancing around.
I'm Dalton. I run things — and I'm trying not to lose the plot.
I'm an entrepreneur. I record voice memos on walks, run them through AI to find the actual idea, and publish what's left. Sometimes it's a real Letter. Sometimes it's six minutes of me arguing with myself about a meeting I shouldn't have taken.
Self-aware enough to know it's mostly noise. Stubborn enough to keep recording anyway.
Read the full story →Be there for Letter #1.
First Letter ships when it's worth your inbox. Voice memos in between. Free, always, Sunday mornings.
P.S. Not narcissistic enough to think you care. Delusional enough to think it matters.