Writing

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Glif

What does it mean to have a genuine point of view in the age of AI? The models, yes, can be extraordinary. Yet it often seems like something else is broken or missing. Creating can mean bouncing between a dozen [...]  Read more

Joining Union Square Ventures

More than a decade ago, I had the privilege of pitching USV when I was raising capital for the podcasting startup I was building at the time, Anchor. While I dreaded many fundraising pitches, I was excited for this one, [...]  Read more

History Rhymes?

It is said that while history doesn’t repeat, it does rhyme. This is a pattern we've observed before in the Internet era. When a novel technology arrives, early infrastructure is controlled (or attempted to be controlled) by a small number [...]  Read more