8 Catastrophic Tech IPOs (In GIF Form)

Tech IPOs aren't all champagne and dump trucks full of cash. Before you jump at Facebook's upcoming offering (set to arrive tomorrow), you might be wise to consider these past catastrophic, scandalous and downright embarrassing tech IPOs as cautionary tales. There were plenty to choose from.

The initial public offering is a right of passage, the first time non-VC investors get a crack at owning a piece of a company. But given the amount of hype circulating in the tech world, it's also usually an occasion for early investors to get an inflated payout and leave lay investors with a rapidly deflating stock. We're not saying it's definitely going to happen when Facebook goes public tomorrow — but it does seem to happen an awful lot. So before you start buying up shares, we've got a few stories for you.

1. Webvan

This grocery delivery company is the gold standard of 90s tech-bubble flameouts. It raised $375 million going public in March of 2000. By July of 2001, they'd burned through their operating budget and filed for Chapter 11. Anyone who got in on the IPO was left with bupkis.

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2. Pets.com

Pets.com was a smaller but — thanks to a few Super Bowl ads — much more visible example of the Webvan phenomenon. They raised $82.5 million in February of 2000, and didn't even make it through the year.

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3. Vonage

The perfect storm of modern-day IPO debacles, Vonage didn't just lose 30% of its share price in the first week, it also brought on a class action lawsuit and over $400,000 in fines against the underwriters for misleading financials. Six years later, it's still a cautionary tale.

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4. Rackspace

Rackspace is the rare example of a solid company recovering from a disastrous public offering. Their August 2008 IPO lost 20% of its share price within hours of the opening bell, the equivalent of vaporizing $37.5 million. It took them the rest of the year to climb back to their opening price.

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5. eToys

This stock more than quadrupled in price on its first day of trading, then plummeted into bankruptcy two years later, after which they were snapped up by a subsidiary of Bain Capital (of Mitt Romney fame).

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6. Demand Media

This content megafarm popped early, but plummeted to half its original valuation within six months, with a less-than-friendly Google algorithm change along the way.

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7. Pandora

This one's less an out-an-out catastrophe than the year-long equivalent of the sad trumpet sound. After a quick gold rush, Pandora dropped 25% of its value and has stayed in the basement ever since. (For illustration purposes, the box represents global financial markets.)

8. Groupon

Groupon's remarkable not just because of a plummeting stock (down 35% and counting), but because of the rumors of accounting shenanigans that made it technically insolvent by the time it went public.

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