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Entrepreneurship
Entrepreneurship is choosing to build something from nothing, accepting the uncertainty, and learning more from what fails than from what succeeds.
Recent Articles on Entrepreneurship
Being humble is holding you back
An investor asked why I wouldn't call my company the best in the world. A wrestle with whether confidence comes before the work or after it, and whether going quiet is humility or agency you gave up.
Why 'We're At War' Means You're About to Get Screwed
When leaders call work a 'war,' they've usually run out of incentives and ideas. Why boardroom war talk is a lazy manipulation to make you work harder for less, and what to ask when you next hear it.
How to become more interesting and interested
While everyone uses AI to sound like the average, you stand out by smashing your random interests together. How curiosity, self-efficacy and high agency make you more interesting, and more successful.
The News is killing your happiness... don't let it!
I quit the news and my anxiety dropped while the world carried on fine. Why doomscrolling breeds helplessness, what Wrexham taught me about local impact, and how to think global but act local.
Five things I did to build a killer team
How I fixed a team that couldn't ship: less process, more trust. The Dunbar number, why high-trust low-process teams win, and the five moves I made to build a team that actually delivers.
How I stopped being an asshole in conversations
I used to argue to win and catch people out. How 'give it five minutes,' Chesterton's fence and asking 'why am I talking?' moved me from winning arguments to actually understanding people.
Everything I love about being unemployed
Two weeks after leaving full-time work, a raw update: reclaiming my own hours, making meetings a choice, ditching micromanagement, and watching the confidence the job chipped away come rushing back.
Is your business idea viable AND valuable?
For 15 years we obsessed over whether an idea was viable. AI made building nearly free, so viability isn't the question anymore. The real one: is it valuable, to your user and to you?
Answer these four questions first
Before building any side project, answer four questions: what you want from it, how it fits your life, the one problem it solves, and the single person it's for. Everything else comes after.
Do Not Start a Side Business
Before you sketch mockups or one-shot an app, answer four questions: what success looks like, how much time you have, the single problem, and the exact customer.
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