I wanted to talk to Ian Rogers about his fascinating career. He wanted to talk to me about Ledger, the crypto wallet company he’s working at now.

So we did both things.

Background: Rogers was an important figure in the digital music business, back when the music business was being fundamentally reshaped by digital. He helped the Beastie Boys get on the internet, long before every band did that. Then he helped bring digital music to millions of people in the MP3 era - first at AOL, then Yahoo — and then in the streaming era — first at Beats, and then Apple Music. Then he did digital stuff at LVMH, the luxury goods conglomerate. Now he’s chief experience officer at Ledger, a French company that has sold 7 million physical storage devices for crypto.

I remain confused and skeptical about crypto, but I’m always open to hearing from folks who are passionate about it — to see if they can convince me that I’m missing something. And the most persuasive argument I hear is usually from folks like Rogers — people who were around when the internet was novel and exciting in the 90s, and think they’re seeing the same kind of tectonic shift this time around. It’s a pitch that’s part FOMO — you wouldn’t want to be one of the people who thought the internet was a fad in 1995, right? — and part blue-sky optimism: What if it was 1995 and you could get in on the ground floor of the internet? Take a listen and let me know what you think.

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