Business model: RSSCalendar enabled users to create RSS feeds from Outlook and iCal calendars. Lookout Software, L.L.C. purchased it on eBay in October 2007, carrying it on as a similar service.

Why it failed: If people aren't ready for RSS -- both Forrester and Pew report that only 5-6% of the U.S. population actually use it -- then they're not ready for an RSS calendar.

Business model: Akimbo, which once raised $56 million in funding from sponsors like Cisco Systems and AT&T, launched in 2002 as a hardware-based video-on-demand (VOD) business. The site allowed members (with a subscription service) to pick their programs and download them over a broadband connection, either to a computer or to a TiVo-like box. In a last ditch effort, the company was rebranded in February before being shutdown in May.

Why it failed: Even lots of revenue and sponsorships can't save your company if it isn't properly managed., and if your consumers can't even figure out what it is you do.

Business model: One of the first location-aware instant messaging platforms, Meetro had quite the edge over other IM platforms, and provided compatibility with the most popular messaging platforms, including AIM and ICQ. The program would determine the user’s physical location and inform the user of contacts in the same vicinity.

Why it failed: The program was never 100% in determining correct location. Plus, the company's own founder, Paul Bragiel, said that "the service simply wasn’t that interesting." But his company may have actually been ahead of the times.

Business model: Sonific, an online paid-music service, offered a streaming music widget that allowed users to embed free, legally-owned music onto their blogs and social network profile pages that didn't necessarily support or provide music widgets.

Why it failed: The online streaming music provider shut down in April after being unable to secure music rights.

Business model: Launched in October 2006, ProtectMyPhotos actually made it past the one-year-mark, closing in December 2007. Essentially, a user could upload their photos to back them up online, either saving hard drive space, or keeping them safe should a horrific event happen to your computer. But, with the popularity of Flickr and Google's Picasa, which offer social networking, ProtectMyPhotos didn't really stand out from the crowd.

Why it failed: The online media storage space is already overcrowded, and if your competitors go social, you probably have to go social.

Business model: Yak4Ever, once called AllFreeCalls, was resurrected in May after being shut down in February by its rural service provider. Thanks to a loophole in Iowa telephony law that allowed them to provide free international calls, users only had to dial AllFreeCalls, punch in the international number they wanted to reach for a completely free international conversation.

Why it failed: When it relaunched, Yak4Ever was essentially the same with a new rural operator except the user had to register international phone numbers ahead of time. Who has time for that?

Business model: Launched in 2006 as a new free listings service, Windows Live Expo's draw was enabling members to buy and sell merchandise, discover local events, find new jobs or somewhere to live. Products on Expo were listed by postal code, offering users the option to search for items within a 25-mile radius of their location.

Why it failed: The site never came close to the recognition and popularity of Craigslist.

Business model: MingleNow.com, a virtual nightclub meant to help wallflowers feel a little more at ease with socializing online. Founded by BlueLithium in 2005 and later bought by Yahoo, the community enabled users to connect with others who frequented the same venues.

Why it failed: Yahoo doesn't need another social network, it already had social networks to maintain and really only purchased BlueLithium for its advertising network.

Business model: Like a Google Maps for television listings, Couchville attempted to make program listings as easy to navigate as possible. All a user had to do was enter their zip code and cable service provider and the listings for their area appeared in an easy-to-read format.

Why it failed: A free service, that didn't really do a lot more than TVGuide.com, which already has the brand and name recognition, couldn't manage to sustain itself.

Business model: Launched last September, MyKinda, an Eastern European country-specific blog network offered postings on politics, business and arts among other topics.

Why it failed: It closed in February because the site failed to draw in enough advertising revenue or interest, and eventually started falling behind in payments to writers. The site folded in February with $504,184 in total expenses, and $ 227,594 in debt.

10 Web 2.0 Failures

Business model: RSSCalendar enabled users to create RSS feeds from Outlook and iCal calendars. Lookout Software, L.L.C. purchased it on eBay in October 2007, carrying it on as a similar service.

Why it failed: If people aren't ready for RSS — both Forrester and Pew report that only 5-6% of the U.S. population actually use it — then they're not ready for an RSS calendar.

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