The Gap Between Early Adopters and Everyone Else Has Gotten Enormous
People inside tech are living years ahead, and it’s easy to invest as if everyone else is there too.
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Is Taking August Off Indulgent, or Finally Sensible?
I always figured working through August was the edge. This year, the founders and investors I talk to all say the same thing: they need a few weeks to clear their heads.
The Job Isn’t to Think Less. It’s to Act While the Picture Is Blurry.
Too little time with a founder and I couldn’t get to yes; too much and I talked myself out of it.
Create Your Own Pond
You can spend a whole career looking for the right room. Sometimes the honest answer is that you have to build it.
Is There Such a Thing as a Bad Business?
Some businesses are structurally broken. Others are just hard. You can’t tell the difference when you’re already in the water.
Every City I’ve Lived in Taught Me a Different Part of This Job
LA taught me entrepreneurship, Boston how to build a real company, the Bay why talent density wins, and New York the commercial craft.