Ben Thompson joins Acquired to discuss the business of Stratechery itself and celebrate 10 years (!) of the internet’s best strategy analysis destination. Even beyond Stratechery’s enormous impact itself on business and tech over the years, Ben’s work inspired a whole generation of business content creators — this show very much included — and it was super special for us to give the Acquired treatment to one of our own heroes. We cover the full history of Ben pioneering the subscription internet media business model (indeed SubStack’s seed round pitch was “Stratechery-in-a-box”), and how + why he’s evolved the business since and is now doubling down both on podcasting and a broader vision of the Stratechery Plus bundle… including for the first time content not made by Ben himself! Tune in and enjoy. Sponsors:WorkOS: https://bit.ly/workos25Sentry: https://bit.ly/acquiredsentryServiceNow: https://bit.ly/acquiredsnMore Acquired!:Get email updates with hints on next episode and follow-ups from recent episodesJoin the SlackSubscribe to ACQ2Merch Store!© Copyright 2015-2025 ACQ, LLCLinks:John Gruber’s Daring FireballBen’s very first Stratechery postSubscribe to Stratechery PlusNote: Acquired hosts and guests may hold assets discussed in this episode. This podcast is not investment advice, and is intended for informational and entertainment purposes only. You should do your own research and make your own independent decisions when considering any financial transactions.
Full Episode
Ooh, market's got a nice bump today. You had a good feeling about Jerome? Yes.
I get these vibes from him, you know?
I want Jerome to, like, wake up on his 2021 side of the bed one day. Just be like, you know what?
Time's for good back then. We caused cataclysmic damage that needed to get unwound at some point, but while it was up, it was all good. Do I really need to keep bringing down the hammer? Let's take this FOMC meeting off.
I'm gonna post a story on Instagram just on a beach with a drink.
Ha!
Is it you? Is it you? Is it you? Sit me down. Say it straight. Another story on the way.
Welcome to Season 11, Episode 8 of Acquired, the podcast about great technology companies and the stories and playbooks behind them. I'm Ben Gilbert, and I am the co-founder and managing director of Seattle-based Pioneer Square Labs and our venture fund, PSL Ventures.
And I'm David Rosenthal, and I'm an angel investor based in San Francisco.
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