The merits and perils of ‘founder mode’

Diane BradyBy Diane BradyExecutive Editorial Director, Fortune Live Media and author of CEO Daily
Diane BradyExecutive Editorial Director, Fortune Live Media and author of CEO Daily

Diane Brady is an award-winning business journalist and author who has interviewed newsmakers worldwide and often speaks about the global business landscape. As executive editorial director of the Fortune CEO Initiative, she brings together a growing community of global business leaders through conversations, content, and connections. She is also executive editorial director of Fortune Live Media and interviews newsmakers for the magazine and the CEO Daily newsletter.

Joey AbramsBy Joey AbramsAssociate Production Editor
Joey AbramsAssociate Production Editor

    Joey Abrams is the associate production editor at Fortune.

    Co-founder and CEO of UiPath Daniel Dines
    Daniel Dines is the co-founder and CEO of UiPath.
    Noam Galai—Getty Images for TechCrunch

    I first heard about “founder mode” from Daniel Dines, the cofounder and returning CEO of UiPath. The term came from a blog post earlier this week by Y Combinator cofounder Paul Graham, inspired by Airbnb cofounder Brian Chesky’s talk about the perils of outsourcing key leadership tasks to others. In a nutshell: Entrepreneurs are too often pressured to go into manager mode, hiring outsiders when they should have stayed in founder mode.

    It felt like a bit of a yin-yang debate to me: Do you need a wartime general or a peacetime general? A Satya Nadella or a Bill Gates? Are you facing headwinds or tailwinds? Are you a man or a woman? Red pill, blue pill? I disagree with Graham’s Dilbert-like assessment of managers as “professional fakers” (Speak up, Eric Schmidt!) and can recall a time when Chesky appreciated the merits of experienced leaders. But who doesn’t love a good debate? 

    The founder mode argument resonated with Dines, who started UiPath in his native Bucharest in 2005 to create bots that automate routine tasks, becoming a giant in the robotic process automation (RPA) space. Dines brought Rob Enslin on as co-CEO in April 2022, making him the sole CEO in February, only to announce that he’d be taking over again as CEO in June. Like a marriage, sometimes things don’t work out.

    Now, Dines is back in full founder mode, which means breaking down silos and getting into the weeds. He has about 40 direct reports. (Hey, Nvidia’s Jensen Huang has at least 55.) He only has skip-level meetings—“I want to make sure they have a channel; my directs can call me.”—and he touches all parts of the company. “Everyone was telling me I should bring in professional management to scale,” he says. “You need to know what’s going on; getting there still requires a lot of micro-management.”

    My colleague Lila MacLellan met yesterday with Samara cofounder Joe Gebbia, who also cofounded Airbnb, and Samara CEO/cofounder Mike McNamara. Samara is a startup making prefabricated homes that spun out of Airbnb. Asked about founder mode, Gebbia first deadpanned, “What’s that?”   

    Gebbia believes in “cofounder” mode, arguing that he and his two Airbnb cofounders—Nathan Blecharczyk is the third—had complementing skill sets. Now, at Samara, Gebbia spends time on branding and creative issues while McNamara looks after operations, manufacturing, and supply chain issues. In other words, McNamara also finds himself in the weeds. He manages people but gives them room. “I’m also nice to them. I pay them well.”  

    That’s a mode we can all rally around.

    More news below. 

    Diane Brady
    diane.brady@fortune.com
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