Why Jack Dorsey Thinks Org Charts Are So Yesterday

Jack Dorsey teamed up with Sequoia's Roelof Botha to drop a bombshell: org charts are obsolete. Plus, AI-native companies are slaying the game.
Ok wait because this is actually insane. Jack Dorsey just slashed nearly half of Block’s workforce back in February. But he's not stopping there. He teamed up with Roelof Botha from Sequoia to declare the org chart basically dead and buried.
Why Dorsey and Botha Are Over Org Charts
So here’s the tea: Dorsey and Botha co-wrote this spicy essay arguing that the traditional org chart is obsolete. Like, why are we still doing things like it's 1999? They’re not just ranting either. They're proposing a new blueprint for companies that want to be relevant in 2026 and beyond.
No cap, this has some serious backing. Brian Halligan, a bigwig from HubSpot, is echoing their ideas on social media. And Redpoint Ventures dropped a whole slide deck explaining how AI-native companies are totally different from your regular software firms. The way this protocol just ate. Iconic.
The AI-Native Company Blueprint
Now, let's talk about Redpoint's slide deck. It spells out how AI-native companies are rewiring the corporate playbook. They’re nimble, less bogged down by bureaucracy, and ready to pivot at a moment’s notice. Think of them as the main characters in the business world, always adapting, always evolving.
But seriously, what does this mean for the rest of us? If you’re leading a company or thinking about starting one, bestie, your portfolio needs to hear this. It’s time to rethink how you’re structuring your teams and processes.
Is This the Future?
So, are Dorsey and his crew onto something here? Are org charts really the dinosaurs of the business world? One thing’s for sure: the idea of nimble, AI-driven companies is sticking around. And if you’re not on board, you might get left behind.
Honestly, it’s wild how fast things are changing. If this is what 2026 looks like, companies that cling to outdated structures might as well be sending faxes and using pagers. No but seriously. Read that again.
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