Mark Shuttleworth, Open-Source Software's Sugar Daddy

Canonical extends its open-source push to smartphones and cars
Illustration by Tracy Ma

Ten years ago, just ahead of a trip into space, Mark Shuttleworth took out an insurance policy on his reproductive future. “I put a couple swimmers on ice,” he says. “There was going to be a gamma ray source about a foot from my balls under my seat on the Soyuz. So I made a deposit in a secret location before I flew.”

Shuttleworth’s 10-day journey into space in 2002 on a Russian rocket, including a stay on the International Space Station, cost him $20 million. Only 28 at the time, the trip into orbit was a celebration for the South African, who had made about $600 million selling his Internet security company, Thawte, to Verisign. Afterward he expanded his personal fortune with wise investments in Africa and generally lived, as he puts it, like a “gazillionaire bachelor astronaut” should.

He didn’t go full Tony Stark, but Shuttleworth did fly his jet to exciting locations, knock down a few drinks, and enjoy the company of women. Of late, though, he has settled down. “I’m a nerd again,” he says, while hunting for an O’Doul’s at a Giants game. (He’s gone the non-alcoholic route because he’s been feeling a bit of brain rot setting in and fears that booze will exacerbate the situation.)

In truth, Shuttleworth has been a nerd all along. He’s in the Bay Area this week to take part in a developer summit hosted by his current company, Canonical. Founded in 2004, Canonical makes Ubuntu, an operating system based on open-source Linux software. Shuttleworth’s lofty goal for Ubuntu is “to profoundly change the economics of software” and displace Microsoft’s Windows and Apple’s OS X with a free product. Fundamental software, such as operating systems, should be “like oxygen, and then you pay for those services on top of it that you engage with,” he says. Canonical follows this model, giving away its wares and making money by charging for technical support, custom engineering work, online storage, and file syncing.

Ubuntu has, in fairly short time, become the favored operating system of geekdom. Many software developers have it on their laptops, and tech companies run it on their data center servers. Google is the highest-profile customer, and thousands of its employees use a modified version called Goobuntu. A lot of the software’s success can be traced to Shuttleworth, who is exactly what the open-source world needs—a quixotic, wealthy guy willing to fund brutal, long-term wars against giants like Microsoft and Apple who also happens to have enough charm to interact well with non-geeks and enough technical cred to woo geeks.

Canonical strives to make Ubuntu easier to use and as pretty to look at as something that might come out of an Apple lab. The reality, though, is that Ubuntu has failed to achieve liftoff among the masses. (Next year about 18 million PCs, or 5 percent of the total market, should ship with Ubuntu preloaded, according to Shuttleworth.) And, about three years ago, Shuttleworth started putting more pressure on his staff to impress the average consumer. It was no longer good enough to assemble open-source work done by others and simply fix clunky menus. The staff at Canonical were asked to come up with innovations others had not thought of and drive Linux into new areas.

The most obvious thing to arrive from this push is the Unity interface that lets Ubuntu run as well on smartphones, TVs, and in cars as it does on PCs. “In hindsight, it may have been a fatal mistake not to go after this sooner,” admits Shuttleworth. Canonical has also devised a way to run Ubuntu on top of Android-based smartphones; plug the phone into a monitor, and up pops a fully fledged desktop operating system. Shuttleworth sees this as a big win for companies trying to manage a proliferating number of devices, since it allows a worker’s whole computing life—mobile and stationary—to be on a single machine. About 40 mobile operators have been looking at supporting the technology, he says.

The brightest spot for Canonical, though, may be in the cloud. About 70 percent of the servers running on public cloud computing systems such as’s EC2 rely on Ubuntu, according to third-party data obtained by Canonical. (Amazon declines to discuss such matters.) Ubuntu’s dominance in the cloud has placed it at the heart of the trend toward high-powered data analytics, says Shuttleworth, since such tasks require a ton of computers. He adds that many large companies have turned to Ubuntu to build their own internal cloud computing systems to keep costs down. The hope is that all of this activity translates into money for Canonical, which brought in less than $30 million in revenue in 2009, the last time Shuttleworth disclosed figures. “A company might spin up 5,000 servers to analyze a ton of data and never talk to us,” Shuttleworth says. “But eventually, an executive decides to make sure that all the servers are up to date and secure, and we get a call.”

While waiting for those calls, Shuttleworth is redecorating a pair of expensive Manhattan apartments—one for work and one for play. “It’s slow going because I am a bit fussy,” he says. “I want an indoor garden. I am at ease in a garden with things growing around me.” His main residence is on the Isle of Man, a tax haven off the coast of England, where he has plenty of rich-guy accoutrements: ducks, a stream, beehives, a nearby steam train.

Shuttleworth denies that he’s on the island just for the tax breaks. “I could have lived in Monaco,” he says. “But it’s beautiful here with the soft, rolling hills. The people are very independent. It is not a little England. It has the longest-standing democratically elected government in the world, and the people take that very seriously.”

Yet the bountiful surroundings have not persuaded Shuttleworth to crack open his stash of precious bodily fluids and start a family. “I’m not going to have kids,” says Shuttleworth, who has had a vasectomy. “I think things like the biological clock are nonsense. We make choices about what’s interesting in life. You have to pursue them out of courage and say, ‘this is interesting,’ and live with it. Most people let the dogma of life make decisions for them—things like kids and how they will devote their work hours. Most people just let those things happen to them. I take a different view.”

Shuttleworth insists that big missions—like his agenda to bring free software to the world—require total focus and unwavering commitment. “It feels a bit like climbing a mountain that no one has ever climbed and that has killed a bunch of people,” Shuttleworth says. “You are going to go through times where it feels like this thing has killed you, too. But, for better or worse, I see the mountain and need to climb it.”