6. eWorld (1994-1996)
Once upon a time, America Online ostensibly owned the Internet. Most users went through AOL to access Web content, and AOL made a fortune charging publications and service providers for space on its service. Apple cloned the idea for the Mac community, naming its proprietary "avoid the scary Web" destination eWorld.
The cartoonish service looked silly, and then-CEO Michael Spindler, who had withheld marketing support, ultimately decided Apple couldn't compete with AOL, pulling the plug on eWorld. Instead, Apple helped AOL develop a Mac client for AOL.
Ironically, AOL's Steve Case got his start in online services managing Quantum, the provider behind eWorld's predecessor, AppleLink. But Apple and Case had a falling out, and Case went on to develop AOL.