Sharing knowledge from 25 years of startup experience, including bootstrapping a 9 figure exit. I love to build cool tech products and companies.
Jul 14, 2026
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6 min read
"Why a fluent 'yes' from your remote developer might mean 'I heard you,' not 'I agree.'"
Jul 7, 2026
5 min read
Your existing team is buried in the complexity of your existing product. AI rewards the team with a blank slate. Most companies don't have one.
Jun 30, 2026
4 min read
Your team ships constantly. The people who fund it still can't name a single thing it produced.
Jun 23, 2026
Anyone can build now. The work that decides whether it sells has to come first.
Jun 16, 2026
The accidental mistake engineering leaders make that turns a single remote team into a divided one.
Jun 9, 2026
Why ownership, culture, and knowing what to build matter more than the tools you buy.
Jun 2, 2026
Inside the addictive, high-adrenaline loop of running AI agents, and the cost of forgetting to touch grass.
May 26, 2026
A 65-line text file just became the most popular repo on GitHub. The reason it worked has very little to do with code.
May 19, 2026
AI is a killer prototyping tool. It still can't sell your product for you.
May 12, 2026
What's left is the work everyone has been avoiding.
May 5, 2026
Microsoft’s new DELEGATE-52 research is the clearest evidence yet that “AI-generated” is not the same as “approved.” Here’s what engineering leaders should actually do about it.
Apr 28, 2026
The engineering assembly line is getting replaced
Apr 21, 2026
If your engineers only did what they were told, Claude Code already does that better.
Apr 14, 2026
It has been hard to keep up with AI. Let's review how it has evolved.
Apr 7, 2026
The interview process has been broken for a long time. AI exposed it.
Nov 13, 2025
2 min read
You don’t scale creativity with headcount.
Sep 18, 2025
There’s a dangerous moment in most engineering teams.
Sep 11, 2025
3 min read
When I first became a CTO, I thought my job was to be the smartest technical person in the room.
Sep 4, 2025
It’s never been faster to build software.
Aug 28, 2025
You’ve got smart people.
Aug 21, 2025
Every engineering leader wants their team to move faster.
Aug 14, 2025
When any LLM can solve your coding problem in five seconds, interviewing for “the right answer” is interviewing for the past.
Aug 7, 2025
Handing off tickets doesn’t buy you a good night’s sleep.
Jul 31, 2025
When a founder tells me they “just need a CTO,” my first question is which one.
Jul 24, 2025
Most CTOs don’t get hired into the role.
