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2 mins read

A 'bulldog' who 'cuts through the bulls---': Here's how insiders describe early Robinhood investor Jason Calacanis

People close to Jason Calacanis describe him as impulsive, brilliant, opinionated, and brash - some…

Matt Drange,Candy Cheng   


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4 mins read

Twitter dips its toes in the pay-to-play waters

In this week's edition of Insider Tech we look at Twitter's efforts to develop a premium subscripti…

Alexei Oreskovic   


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2 mins read

Angel investor Jason Calacanis offered $500,000 and time on his podcast in exchange for equity in a startup

His pitch asked the unknown founder to reopen an oversubscribed round to allow Calacanis' firm, Lau…

Megan Hernbroth   


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3 mins read

Early Uber investor and serial entrepreneur Jason Calacanis has launched an ad blocker

Calacanis told Business Insider the editorial team is always on, with one to three people work…

Lara O'Reilly   


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1 min read

Early Uber investor and serial entrepreneur Jason Calacanis is selling his Los Angeles home for $3 million

"The house is delightful, especially for a New Yorker born and bred in Brooklyn," Calacanis said. "…

Madeline Stone   


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1 min read

Early Uber investor and serial entrepreneur Jason Calacanis has sold his Los Angeles home for $2.9 million

The home has some beautiful details, like a bright sun room and a large swimming pool. It has been …

Madeline Stone   


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3 mins read

Serial Startup Guy Jason Calacanis Launches Inside.com To Change The Way You Read News On Your Phone

Calacanis' team is also selective about which stories they promote on the app. They strive to highl…

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2 mins read

Why does X Premium cost $8? Elon Musk figured that's how much a cup of Starbucks costs.

A new book shows how Elon Musk gauged his inner circle of friends who never ran a social network be…

Lloyd Lee   


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2 mins read

Kyrsten Sinema says she's 'fairly libertarian' and wants to work in the private sector after leaving the Senate: 'That's where the money comes from'

The Arizona senator also joked that she's "overqualified" to be president and said that gridlock in…

Bryan Metzger   


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2 mins read

Travis Kalanick reflects on what it was like being ousted from Uber, and why he doesn't 'think about the ex very much'

Former Uber CEO Travis Kalanick reflected on being ousted from the company he built after a string …

Jaures Yip   


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2 mins read

Sergey Brin says he doesn't think Google engineers use AI for coding as much as they should

Google co-founder Sergey Brin said the company's engineers aren't utilizing AI to its full extent w…

Erin Snodgrass   


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2 mins read

Elon is turning Texas into Musk Country — and thinks others will follow his lead

Elon Musk vowed to move the headquarters of X and SpaceX from California to Texas, and seems confid…

Hasan Chowdhury   


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3 mins read

Sam Altman is seen driving a car that can cost $5 million. Everyone is thanking him for helping them pass their tests.

There are only 80 Koenigsegg Regeras in the world. It looks like Sam Altman drives his to lunch. Th…

Katie Notopoulos   


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3 mins read

Silicon Valley figures are not holding back after Biden's disastrous debate

Biden's Big Tech supporters have largely stayed silent after his debate flop, while Trump backers a…

Hasan Chowdhury   


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3 mins read

X users slam millionaire venture capitalist who 'has not had a traditional 9-5 job' in decades after he mocks Gen-Zer venting about work-life balance

VC Jason Calacanis caught flak for mocking a woman who said on TikTok that her 9-5 job left her lit…

Sarah Jackson   


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1 min read

Billionaire investor Chamath Palihapitiya suggests VCs could be replaced by 'an automated system' as the world adapts to AI

Chamath Palihapitiya, who is also a former Facebook exec, says AI will radically change the job of …

Beatrice Nolan   


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2 mins read

Elon Musk lashes out at journalist Kara Swisher and says she was 'foaming at the mouth' during an interview with a former X exec

Elon Musk objected to Kara Swisher's interview with Yoel Roth, former head of trust and safety at X…

Beatrice Nolan   


Theron Mohamed   


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Elon Musk held a 2 a.m. livestream to test a 'new mic' where he spammed listeners with fart and rooster noises for 10 minutes while laughing

Musk tried out a voice-changing software and spammed his audience of more than 42,000 people with a…

Cheryl Teh   


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2 mins read

Airbnb CEO says he changed how he ran the business during the pandemic and now follows a simple rule Steve Jobs used

Brian Chesky said the loss of about 80% of Airbnb's business after the pandemic shut down travel fo…

Aaron McDade