Millions of people use your product, but none of them pay.
The SEC is investigating.
You don't own the rights to the content, and the people that do are charging an arm and a leg.
You're stuck at number two.
A 5 percent stakeholder just started a proxy war.
Life as a tech CEO isn't easy.
Dick Costolo, CEO of Twitter, has got to prove Twitter is more monetizable than AIM or chat.
That was a far out business idea that never caught on.
Costolo can't have that happen at Twitter, which investors and board members once believed would be the next Facebook.
New Yahoo CEO Scott Thompson is already dealing with a proxy fight.
Thompson is about to fire thousands of employees and sell off Yahoo's ad tech businesses. That should buy him some time. But his predecessor, Carol Bartz, lost her job because she couldn't grow Yahoo's revenues, and the same thing will happen to Thompson if he can't either.
John Maloney isn't Tumblr's CEO, but he is the adult supervision.
Tumblr has hundreds of millions of users and a valuation close to a billion dollars.
Investors are thrilled with where this thing has gotten, but if Tumblr doesn't monetize relatively soon, it won't be just founder and CEO David Karp who loses his job.
30,000 users aren't helping Bill Nguyen keep his job.
No one used it.
Months later — and amid employee turnover — Color re-launched as a video status sharing app.
No one is using it.
The next employee to turnover might be the founder.
TheLadders.com CEO Marc Cenedella almost ran for the Senate. He should have.
Now the CEO of a once-promising New York startup has to deal with disappointed investors still waiting for an IPO many of them thought would come last year or the year before.
Andrew Mason can't get Groupon's financial reporting under control.
First it booked marketing expenses as a capital cost. Then it logged gross revenues as net revenues. Finally, last week, it had to revise its Q4 revenues thanks to under reported returns. Now the SEC is investigating the company.
Meanwhile, Groupon still isn't profitable.
The buck stops with Andrew Mason. Mason always an artist and a do-gooder, never thought he would be a businessman. Maybe he won't be, in the long run.
LivingSocial's Tim O'Shaugnessy faces tight margins and lots of competition.
Thorsten Heins is the CEO of RIM.
The BlackBerry is yesterday's smartphone, having sold 11 million last quarter versus more than 37 million iPhones sold by Apple. Only one million BlackBerry Playbooks have been sent to stores since it launched. Heins is trying to sell the company, but there's no reason one should buy it
AOL CEO Tim Armstrong probably regrets launching Patch.
Armstrong promised investors the AOL turnaround would start a long time ago. It hasn't and now AOL shareholder Starboard Value LP wants to replace a bunch of AOL's board members. Armstrong better hurry up and shut down Patch, which he invested $140 million into last year, to almost no one's benefit.
Pandora's future is in doubt. So is CEO Joe Kennedy's job.