Most business writing comes from people theorizing at a desk. Mine comes from the field.
I’ve worked hands-on with thousands of founders across 24 countries—from Mexico City to Seoul—teaching AI, running innovation programs, and learning what actually separates the people who ship from the people who just talk.
I write about three things: AI (practical tactics, not hype), entrepreneurship (lessons from starting four companies, half of which failed), and video (because your camera presence matters more than you think). My essays combine storytelling with tactical frameworks you can use immediately. The kind of insights you won’t find in Harvard Business Review because they come from making mistakes in the arena, not observing from the sidelines.
Subscribe to my newsletter to get 1-2 essays per month. Readers tell me it’s one of the few emails they actually look forward to opening.
Start here
Most popular pieces:
How to Run a Personal Board of Directors Meeting (a crazy idea that, ten years later, has simultaneously deepened my friendships and made me more successful)
Tracking Down Jack White: Lessons behind a manhunt for a grammy-winning rockstar (how to do outreach to important people)
Kobe Bryant’s Secret Handbook: Look Where No One Else is Looking (how to get secret advantages)
Beating Perfectionism Means Striving For Collisions, Not Beauty
Be Careful What You Carry (a story about life in Austin in the early 2000s)
Blog
I publish 1-2x per month. Joining the newsletter will get you my best work.
- Why I’m Going Deep on Chinese Entrepreneurship in 2026
- How an Ice Cream Founder Stumbled on a Sales Machine
- Things You Don’t Know You Don’t Know
- Jaws in Space
- The Keys are Always in the Trash
- How to Navigate a World of Bullshitters
- My AI Startup Got Steamrolled by ChatGPT
- Not Every Utterance is Sacred
- The Ballmer Method for Prompting
- Why Experts Are the Worst Teachers
- The Last Moat
- Mexico Stories and Observations
- A Simple Rule for Managing Complexity: The Double Cushion
- It’s Perfectly Fine that Origin Stories are Lies
- Go Bigger When You Talk About Your Ideas
- The Best Conference of the Year (So Far)
- Centuries Old Wisdom in MrBeast’s Leaked Playbook
- When Your Uber Driver Asks You to Lie to the Police
- You’re Not Using AI Enough
- Winning an Award and the Power of Relationships
- Don’t Leave Money on the Table: The Secret of Free Upside
- High-throughput AI: “Speech In, Text Out” (SITO)
- The Secret Killer of Startup Ideas: Mexico Month Part 5
- Notes From a Fever Dream: Mexico Month Part 4
- Agave and Anarchy: My Day in Tequila: Mexico Month Part 3
- Business Lessons from a Guy with a Face Tattoo: Mexico Month Part 2
- Invisible Architecture of Opportunity: Mexico Month Part 1
- Schwarzenegger and the 50/50 Rule
- The 10% Rule of Camera Presence
- Expert Showdowns: A Riff on Live Learning
- Stumbling to Greatness
- Unfakeable Expertise
- The Art Of Approaching Strangers: Lessons From Humans Of New York
- The Time I Told My Biggest Customer to Go F*ck Themselves
- Oversmiling: A Simple Trick To Come Across Warmer On Camera
- How (and why) to run a personal shareholder meeting
- Beware Filter Bubbles
- Tune Your Linkedin Profile To Create Opportunities
- The Ask And Offer
- “If You Are Here, Who Is Driving The Ship?”
- What To Do When Someone Calls You a Copycat
- You Already Have The Answer
- Western Art in Denver
- How To Shoot Your Shot With an Important Person
- The first thing your customers see
- How I Go From Idea to Filming
- I Got Taken for a Ride in India
- The Upside of Getting Screwed Over
- Where Nobody Wants You to Become a Millionaire
- Ask For More
Newsletter
All of my best writing is in my weekly newsletter: