The Rippling and Deel saga keeps on giving. Is this tech’s version of the Blake versus Justin publicity battle, or are we talking Kendrick and Drake? We break down the latest, and debate whether the playbook for crisis comms has fundamentally changed. We also weigh in on a Semafor piece about the group chats where powerful figures from tech and politics are shaping our reality (our group chat was not included…rude).
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30:34
Founders need prenups, too
What are the biggest mistakes people make when starting a company or venture fund? Rachel Proffitt, the CEO of Cooley, joins us this week to share her legal wisdom for future founders and fund managers. Meanwhile: ReelShort picks up where Quibi left off, Henry Blodget is back with a new publication and an AI newsroom, and a16z’s newest GP comes with a podcasting network.
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39:02
Imposter syndrome is due for a rebrand
Has the label “imposter syndrome” hurt more than it’s helped? We get real about our own experiences, and offer some tips and tricks. But first: we dissect the narrative around Blue Origin’s all-female mission. Was it a botched attempt at a feminist moment, or the perfect addition to 2025’s meme-worthy chaos? Just remember: if you’re offered a seat on a rocket ship…
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39:01
The bull case for domestic manufacturing
Girl the tariffs, what’s the deal with Deel, Rippling effects, and other mom jokes. Plus, Mac shares a positive vision for bringing manufacturing back home. All this and more on this week’s Great Chat.
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27:55
Battle of the startup cities
On this week’s great chat, we revisit a favorite twitter debate: where’s the best place to build a startup (and why is it still SF)? But first, we hit the headlines: the AI wave has minted 29 new billionaires, and Elon has so many companies they’re buying each other.
Colombia