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The Latest Breaking News from Brian Chesky

Multimillionaire musician Will.i.am invested early in Tesla, Twitter and OpenAI—now he’s betting on Gen Z grads for his next investment

Will.i.am has an estimated net worth of $50 million, thanks to hit singles and solid investments in the likes of Anthropic and Pinterest. He revealed to Fortune where he’s investing next.

Fortune

Black Eyed Peas frontman Will.i.am reveals his biggest investment mistake: turning down Airbnb founder Brian Chesky and losing out on millions

Will.i.am was nearly an early investor in Airbnb. Had he not passed on CEO Brian Chesky's offer, the rapper would have made millions.

Fortune

AI's big selling point of boosting worker productivity is so far a phantom

It looks like a return to Solow's Paradox as CEO views of AI's advantage diverge.

Fortune

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Airbnb’s 43-year-old CEO rejects fellow tech titans’ lack of sleep

Brian Chesky has a hack for managing the hectic day-to-day of a $100 billion Fortune 500 brand.

Fortune

Founders keep saying they learned the same life lesson after extraordinary career success: 'I had isolated myself'

It’s lonely at the top—especially when it feels like your own fault.

Fortune

Sam Altman says Airbnb’s CEO and a ‘legendary’ VC saved OpenAI and ‘stopped me from making several mistakes’ after he was briefly fired in 2023

Immediately following his brief firing from OpenAI, Altman considered starting another AI company, something Chesky and Conway helped talk him out of.

Fortune

Why Airbnb’s CEO believes spotlighting top performers is good leadership

Airbnb CEO Brian Chesky argues that employee favoritism when done through a fair and equitable process allows leaders to spotlight top performers and use them as role models for other workers.

Fortune

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Why Airbnb's CEO believes one-on-one meetings are 'flawed'

Airbnb CEO Brian Chesky finds the most productive meetings are smaller groups where everyone participates.

Fortune

Airbnb CEO Brian Chesky doesn’t believe in giving employees full autonomy

Airbnb CEO Brian Chesky says founder mode is his preferred management style.

Fortune

Oprah Winfrey and Gayle King say their 48-year friendship fueled their career success

Oprah Winfrey and Gayle King became friends early in their media career. That friendship helped them reach new heights, they say.

Fortune

Sequoia’s Alfred Lin on the art and math of spotting outliers

Alfred Lin, who just celebrated his 14th year at Sequoia Capital, talks about the frameworks he uses to identify outlier startup founders.

Fortune

Why Paul Graham’s ‘founder mode’ became a rallying cry

Companies can be run in two ways, “founder mode” and “manager mode,” Y Combinator cofounder Paul Graham wrote, citing a recent talk by Airbnb cofounder Brian Chesky as his inspiration.

Fortune

The merits and perils of 'founder mode'

Founders are debating the merits and perils of outsourcing key leadership tasks to more experienced managers.

Fortune

Startup guru Paul Graham delivers scathing rebuke of Silicon Valley's conventional wisdom about founders

"VCs who haven't been founders themselves don't know how founders should run companies, and C-level execs, as a class, include some of the most skillful liars in the world."

Fortune

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Fortune

Airbnb’s Brian Chesky had a major leadership gripe early on in his career: ‘There’s no appreciation for learning how to be a CEO’

Airbnb CEO Brian Chesky has spent the past 17 years disrupting the lodging and temporary rental space.

Fortune

Airbnb just listed a life-sized Polly Pocket house–and it doesn’t have a roof

While the two-story, 42-foot-tall structure is complete with a retro fridge, it’s missing a key amenity for “slumber party fun”: a bed.

Barchart

Is Wall Street Bullish or Bearish on Airbnb Stock?

Airbnb has underperformed many of its peers and the broader market over the past 52 weeks, but Wall Street analysts are optimistic about the stock's prospects.

The Guardian - US

Your company is not your family. And you should be thankful it’s not

I’ve worked with family-owned businesses, and their internecine battles and succession struggles ain’t great

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news in one place.

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Fortune

Airbnb’s CEO pairs people up to combat workplace loneliness

"Giving people a shared journey to be on together I think is really important."

Fortune

Airbnb CEO reflects on fumbled messaging during layoffs: “You don’t fire members of your family”

CEO Brian Chesky reflects on his comments about feeling “love” for laid-off workers.

Fortune

From Brian Chesky and Tim Cook to founder of Toms shoes, it’s lonely at the top. Here’s why it matters and how to feel more connected

“Loneliness isn't shameful; it's a signal.”

Fortune

Airbnb boss insists being the butt of SNL skit didn't 'sting'

"The brand is a noun and verb used all over the world."

Top News

Airbnb Reports Q4 Loss of 9 Million Despite Revenue Growth

Airbnb reports a Q4 loss of 9 million due to an income tax settlement, but sees strong demand and revenue growth. CEO Brian Chesky discusses future plan...

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