I grow people and businesses.
I led M&A for a billion-dollar company, helped scale a bootstrapped business to the top of the Inc. 5000, and now run Outperform Ventures. This is where I write down what I've learned about business, investing and leadership.
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Tools for leaders who build companies
See all toolsThe questions founders ask me most. Free, no sign-up, no email required.
- AI-Proof Test
How AI-proof is my business?
See how easily AI could copy or undercut what you sell.Get your answer - AI Check
Is AI helping or hurting us?
Find where AI is paying off and where it is costing you.Get your answer - Exit Math
What would I take home?
Work out what lands in your pocket if you sell.Get your answer - Valuation
What is my company worth?
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Latest writing
All writingOct 17, 2026
What Elon Musk’s Net Worth Teaches About Ownership
You can start owning businesses without founding one or buying a whole share. The useful question is how much of your income becomes something you keep, and how long you can leave it invested.
Oct 17, 2026
Is AI Propping Up the US Economy? What Business Owners Are Telling Me
Business owners using AI well are running with far fewer people. Owners who aren't are struggling. Both groups matter, and the companies that use AI to make their people better have the best shot at coming out ahead.
Oct 15, 2026
Amazon's Bee Records Every Conversation. Lead Like You're Always On the Record.
Recording devices are going mainstream. Leaders who say the same thing in every room have nothing to fear. The rest should start practicing now.
Oct 15, 2026
beehiiv CEO Tyler Denk Is Right. Vibe-Coding Is Short-Term Thinking.
AI makes the first version of almost any product cheap. The years of running it, the trust, the edge cases and the people on call, are still where the value is. Leaders who plan for year five will beat those who plan for the weekend.
Oct 14, 2026
Bending Spoons Shows SaaS Doesn't Need 5,000 Engineers
Bending Spoons runs Evernote, Vimeo, AOL and now Airtable with small teams and AI. Like X before it, it shows software can run with far fewer people than most companies carry, and Berkshire is betting on it.
Oct 14, 2026
How to Use AI Skills to Become Better at Your Job
Skills may be the most underused part of AI. Turn the feedback you've already been given into instructions your AI follows every time, and you get a coach who never forgets.