Your AI Startup Isn’t Safe in the Application Layer
2 min read
Your startup is not safe if you are in the AI Application Layer, which is 99% of Founders. Mistral launching…
Startups
I write about startups. The operational stuff, the founder mistakes, the things nobody talks about until it is too late. Posts like “Why Every Founder Needs an Immaculate Data Room” and “Work-Life Balance Is Broken” come from building companies and watching others build theirs.
“Why Every Founder Needs an Immaculate Data Room (Before It’s Too Late)” is advice I give every founder: always maintain a data room that is in perfect condition. You do not want to scramble when a deal shows up.
“Work-Life Balance Is Broken” is personal. I now weigh 200 pounds, thanks to the startup lifestyle of 9-9-6, working from 9 am to 9 pm, 6 days a week. Something has to change, and I wrote about what that looks like.
“Your Bug Fix Time Is Your Success Clock” makes a simple argument: the speed at which a startup fixes its website bugs tells you everything about its potential. Fast fixes mean the team cares. Slow ones mean they do not.
“Our AI Startup’s First Office” marks a real milestone. After months of nomadic work life, our stealth AI startup finally got a permanent home. It felt like a step forward.
Fourteen posts and counting. I write about the unglamorous side of startups because that is where most of the work actually happens.
We Hit $1M ARR in 7 Months. Why Do I Feel So Bad?
2 min read
We just hit $1M ARR in our first 7 months. So why do I feel so sh*t? It’s a rite…
Startup Now Homeless
2 min read
Our 16-person startup is now homeless. We just got evicted from our Industrious office space after our CMO pulled some…
The Real Schedule of a Startup Founder With a Newborn
2 min read
YC is backing founders who are barely out of their diapers and love to brag about working 9-9-6. I turned…
Why Most Advisor Roles Should Actually Be Consulting Gigs
2 min read
I’ve never brought on an advisor for equity. I’ve also been an advisor many times and regret it. The disconnect…
Why Startups Should Never Hire Product Managers
2 min read
I am against hiring Product Managers in startups. Product should be the responsibility of the Founders, preferably the CEO. At…
Why Every Founder Needs an Immaculate Data Room (Before It’s Too Late)
2 min read
A tip for founders: always maintain a data room that’s in immaculate condition. Otherwise you will 100% scramble when you…
Work-Life Balance Is Broken
2 min read
I now weigh 200 pounds, thanks to the startup lifestyle of 9-9-6, working from 9 am to 9 pm, 6…
Your Bug Fix Time Is Your Success Clock
2 min read
The speed at which a startup fixes its website bugs tells you everything you need to know about its potential…
Our AI Startup’s First Office
2 min read
After months of nomadic work life, our stealth AI startup has finally taken a significant step forward. We have moved…
Founders Financial Blindness
2 min read
Some founders are in the dark about how much money they’re spending each month, and it’s a major problem. I’m…
Why You Should Never BCC Important Introductions
3 min read
We’ve all been there. Someone makes a valuable introduction for you, and your first instinct is to be polite by…
Two Paths to Startup Success in Today’s Market
2 min read
The startup funding landscape has shifted dramatically. If your startup isn’t on track to go from $0 to $3M+ ARR,…
How We Hit $100K ARR in 6 Weeks While Staying Stealth
3 min read
Building a startup doesn’t always require the spotlight. Sometimes the best growth happens when no one’s watching. This is the…
5 Things I’m Doing Differently in My New AI Startup
2 min read
After getting my last company acquired, I’m launching a new stealth AI startup. But this time, I’m doing everything completely…
$50K ARR in 30 Days: Building Services as Software
3 min read
The intersection of artificial intelligence and human talent is creating new opportunities in ways we’ve never seen before. This is…
How Jack and I Turned a Bad Startup Into a $780M Exit
2 min read
Right out of college, I joined a startup. Within a month, they stopped paying my salary due to “cash flow…
How to Become a Better CEO
2 min read
One of the most underrated ways to grow as a founder is by serving on someone else’s board. Every startup…