Launch date: September 20, 1989
Fatal flaw(s): Heavy, expensive, poor battery life
Apple's first crack at building a portable computer had it basically modifying a Macintosh SE and stuffing a ton of expensive, state-of-the-art tech inside to maximize its battery life. It looked great on paper with SRAM, a black and white active-matrix LCD screen, a floppy disk drive, and support for SCSI Disk Mode. But in real life, it was a clunker. It weighed a back-breaking 16 pounds, was uncomfortable to type on for prolonged periods of time, and had horrible battery life. It was a portable as Ron Artest is sane.