#18 - Vision, Chaos & The Cult of WeWork - Early WeWork Employee Jesse Middleton | The Early Podcast episode artwork

EPISODE · Jun 17, 2025 · 1H 3M

#18 - Vision, Chaos & The Cult of WeWork - Early WeWork Employee Jesse Middleton | The Early Podcast

from The Early Podcast · host Max Crowley

Before the tens of billions raised, the almost $50B!! valuation... the Summer Camps... the flameout....& the Hulu doc… there was one scrappy floor in SoHo, New York — and Jesse Middleton was there at a desk. Now he tells all. As a founding team member and co-creator of WeWork Labs, Jesse helped build WeWork from a Craigslist ad to a global phenomenon. In this episode, he breaks down how it all happened — and where it all went off the rails.We cover:● The real story of WeWork’s earliest days● Why WeLive felt wrong from the start● How Adam Neumann inspired obsession (and burnout)● What Summer Camp was actually like● How Jesse uses those lessons now as a venture capitalistThis is one of the most honest, in-the-room breakdowns of WeWork ever recorded.🎧 Subscribe for new episodes every Tuesday: earlypod.com📱 Follow us on IG/TikTok: @earlypod📬 Get The Early Drop newsletter: https://earlypod.com/subscribe#WeWork #Startups #EarlyPodcast #Visionaries #VentureCapital--🎧 Listen to the full episode:🔹 Spotify: https://earlypod.com/spotify🔹 Apple Podcasts: https://earlypod.com/apple🚀 New episodes drop every Tuesday. Let’s build this together.👉 Like, subscribe, and drop a comment — I want to hear from you!!📩 Thoughts or guest ideas? Email me: [email protected]📱 Follow for daily updates:• 🐦 X (Twitter): https://earlypod.com/x• ✨ TikTok: https://www.earlypod/tt• 📸 Instagram: https://www.earlypod/ig• 💼 LinkedIn: https://www.earlypod/li• 📩 Newsletter: https://earlypod.com/subscribe

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#18 - Vision, Chaos & The Cult of WeWork - Early WeWork Employee Jesse Middleton | The Early Podcast

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This episode was published on June 17, 2025.

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Before the tens of billions raised, the almost $50B!! valuation... the Summer Camps... the flameout....& the Hulu doc… there was one scrappy floor in SoHo, New York — and Jesse Middleton was there at a desk. Now he tells all. As a founding team...

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