The Poker Hand that Cost a Web Millionaire a Fortune

The mythology of internet startups is all about big wins. But it's instructive, for prospective hustlers at least, to also look at the humiliating defeats — like this video of Web entrepreneur Jason Calacanis losing a $204,400 pot. More »

Steve Jobs Bragged About Privacy—Days Ago

Steve Jobs has cast Apple as the most pristine of tech giants, but his sanctimony sometimes backfires. Here, the CEO says Apple guards each use of private customer data—days before Apple partner AT&T exposed iPad customers' private information. More »

Watch the Steve Jobs Wi-Fi Meltdown

Steve Jobs is the king of product demos, which only makes his glitchy unveiling of the new iPhone today all the more embarrassing. Witness the Apple chief's seething frustration on stage—and guess how many employees he'll fire. [Gizmodo]

Google Founder Transforms Himself Into a Robot

Google co-founder Sergey Brin couldn't make it to a science gala this past weekend, so he went as a robot he could control remotely. It's a little creepy and a little awesome. More »

Apple Hated Ellen's iPhone Joke

Apple complained about an on-air iPhone parody from Ellen DeGeneres, prompting an apology from the talk-show host. Not your fault, Ellen: Apple has a weak sense of humor. And of satire, perspective, fair play and irony. Video after the jump. More »

Vicious Attack Ad Targets Karl Rove's Book

The authors of the business book Rework noticed Karl Rove was standing between them and the number one bestseller slot on Amazon.com. So they created this awesomely fun takedown of the Republican strategist's Courage and Consequence. It's positively Rovian. More »

Microsoft CEO Swears By This Twitter Thing

Steve Ballmer has seen the future, and it's Twitter. Microsoft's CEO seemed far more excited by the microblogging startup than any of the offerings from his company during a three-and-a-half minute discussion with the BBC about coming technology. More »

The French Resistance to Yahoo's Cost-Cutting CEO

Carol Bartz's lacerating eccentricity may captivate Silicon Valley, where she's cutting costs left and right. Not so in Europe: When Yahoo tried to shut down operations in France, workers made this surreal, defiant video. And went on strike, naturally. More »

Where Did the Web Touch You?

Online artist Casetteboy created this funny/brilliant mashup of experts explaining "the Web." In short, the global computer network is an anti-social creep that "nailed some feces to the door," according actor Stephen Fry, Wikipedia founder Jimmy Wales and other digerati. More »

Google CEO: Secrets Are for Filthy People

Eric Schmidt suggests you alter your scandalous behavior before you complain about his company invading your privacy. That's what the Google CEO told Maria Bartiromo during CNBC's big Google special last night, an extraordinary pronouncement for such a secretive guy. More »

A Top Googler's Ominous Radio Fight

Google is trying to break into the music business. But the squeaky-clean company is aiming at a very grungy market, as Oscar de la Renta-wearing VP Marissa Mayer discovered during a recent — ultimately contentious — radio appearance. More »

Oliver Stone Hates the Internet, Likes the Internet's Money

Terra Networks paid Oliver Stone an estimated $75,000 to speak in Manhattan last night. The Spanish internet company probably did not expect the director to call internet users philistines and internet video "jerking off in front of a camera." More »

Why Mark Zuckerberg Should Not Give Interviews

Facebook's Mark Zuckerberg has granted a rare interview so he can share such management expertise as: founders like himself are scientifically shown to be superior CEOs, according to a stat he heard once, somewhere, which "someone should probably look into." More »

Bus Seat Fistfight: More Transit Mayhem Policed By YouTube

One of the amazing things about this screaming fight on a San Francisco Muni bus is the way the citizen cameraman deftly captures every moment. At one point he's even shooting over his shoulder. Cell phone cameras never sleep, straphangers. More »

Drue Kataoka: Inexplicable Fameball Priestess of Silicon Valley

It's hard to explain Drue Kataoka. There's the hair. The intimate spiritual moments with aged Silicon Valley dons. And this new music video about net neutrality, co-starring Facebook fameballer Randi Zuckerberg. Think of Kataoka, perhaps, as Silicon Valley's Julia Allison. More »