Motorola ROKR E1
Lifespan: September 2005—September 2006
Price: $250
Pushed As: Apple's first attempt at making an iPhone
Why It Failed: The ROKR had a sluggish interface, no USB connection, and limited memory and firmware that only allowed for 100 songs to be stored on the phone at a time. This all caused for a very un-Apple-like experience. Eventually, Steve and Co. said, eff it, dropped the iPod Nano, and went on to develop the iPhone.