Photographer: Mike Pont/FilmMagic via Getty Images

Jay Z's 99 Problems: Music Stars Aren't Very Good at Launching Startups

If, 50 Cent, and Justin Timberlake's past ventures are any indication, Tidal's all-star owners aren't necessarily an asset

One of the greatest struggles for any entrepreneur starting a new company is getting noticed. Not if you're Jay Z, who can simply call up a dozen or so of his closest friends, such as Kanye West, Madonna, and Deadmau5, to join him onstage. Problem solved.

But music fans thinking about throwing their legs on the table and signing up for Tidal may want to hang on to Spotify or Beats Music a little longer. Famous musicians don't usually make very good technology executives. Launching a successful music career does require a certain amount of business acumen, but the skills don't always translate to the fast-evolving world of tech. And Jay Z's pitch on Monday asking people to pay double the price of competing services in exchange for higher-fidelity tracks and extra cash for artists isn't a lock.

Pop idols such as Lady Gaga and Justin Bieber are becoming prolific tech investors, and Bono has been particularly effective with his venture capital firm, Elevation Partners. As for managing tech companies, Dr. Dre proved it can be done. The list of crossovers from music star to tech business savant falls off from there.

Here are four celebrities who gave the tech thing a shot but haven't turned out to be the next Steve Jobs.

Neil Young

Neil Young
Photographer: Matt Kent/Getty Images

If the message behind Tidal feels like déjà vu, it's because Neil Young has been beating the drum for high-fidelity digital music for years. The renowned folk musician's endorsement of a startup called Pono Music, which makes a portable music player capable of playing high-def audio files, helped it raise $6.23 million last year on the crowdfunding site Kickstarter. Young's involvement hasn't produced a very good product, though. Ars Technica, reviewing the $399 PonoPlayer, called it "snake oil." Gizmodo said Pono's underlying logic is "junk science." A blind (or deaf) sound test conducted by Yahoo!'s David Pogue ruled in favor of the iPhone. Despite Young's struggles as a startup founder, he's an unwavering critic of compressed audio. He said in 2012 that he had worked with Jobs at Apple on an iTunes-like service to sell high-fidelity tracks. In the new book Becoming Steve Jobs, a quote attributed to the Apple co-founder shows a not-always-amicable working relationship: “F--- Neil Young,” he snapped, “and f--- his records.”

50 Cent

50 Cent
Photographer: Noam Galai/Getty Images

Curtis Jackson, better known as 50 Cent, had already demonstrated his business cred with G-Unit Clothing and an investment in Vitaminwater, which Coca-Cola bought in May 2007 for $4.1 billion. (A month later, 50 Cent dropped his new album, along with the single Straight to the Bank.) Noticing the success of his friend Dr. Dre at Beats Electronics, Fitty decided to get into tech. In 2011, he bought a majority stake in a rival headphone maker, renamed the company SMS Audio, and installed himself as chief executive officer. Despite the celebrity endorsement, SMS Audio is an afterthought in high-end headphones. Research firm NPD Group told CNBC last year that 50 Cent's company had less than 1 percent of the high-end headphones market by revenue. SMS is working on new hardware with Intel that includes biometric sensors to keep the company's heart beating.

Justin Timberlake

Justin Timberlake
Photographer: David Wolff - Patrick/Getty Images

After making his debut as a fake digital music executive in The Social Network, Justin Timberlake decided to become a real one. In 2011, he became a co-owner of Myspace, the social network that, in fact, still exists. Timberlake appeared onstage at a Myspace news conference in January 2013, and his face welcomed visitors to the redesigned website. (Sorry, Tom fans.) Timberlake in a suit and bow tie hasn't been enough to revitalize the website that was once home to some of the worst design on the Internet.
Photographer: Anthony Harvey/Getty Images

You would need a LinkedIn Pro account to keep track of the Black Eyed Peas frontman's career in the tech industry. Intel named as the company's director of creative innovation in 2011, and last year 3D Systems made him chief creative officer for the 3D printer maker. Silicon Valley's favorite creative celebrity struck out on his own late last year with a startup called Fast Company described's first product, a $399 smartwatch called Puls, as "stupid." The startup recently hired a prominent Sony Electronics exec and teamed up with Gucci, but it's a race against the clock until the Apple Watch comes out and probably swallows the market. That clock will chime in 24 days.

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