Not every operating system is a winner—and some are unforgettable failures. In this episode of IT SPARC Cast - Top Ten, hosts John Barger and Lou Schmidt count down the Top 10 Biggest Operating System Flops of All Time. From Microsoft’s infamous Windows ME to IBM’s billion-dollar misstep with OS/2, we dive into the technical misfires, strategic blunders, and head-scratching decisions that doomed these platforms. Packed with insight, history, and sarcasm, this episode is a must-listen for anyone who’s ever yelled at a BSOD.

Timestamps & Topics:

00:00 - Intro

00:53 - #10 - Windows ME (2000) — Microsoft

03:09 - #9 - webOS (2009) — Palm & Hewlett-Packard

05:19 - #8 - Windows RT (2012) — Microsoft

08:11 - #7 - Lindows/Linspire (2001) — Lindows, Inc.

11:28 - #6 - BeOS (1995) — Be Inc.

13:17 - #5 - Windows Phone (2010) — Microsoft

15:44 - #4 - Apple Copland (1994–96) — Apple

20:00 - #3 - JavaOS (1996) — Sun/IBM

24:38 - #2 - Windows 1 & 2 (1985 & 1987) — Microsoft

29:28 - #1 - OS/2 (1987) — IBM/Microsoft

33:12 - Wrap Up & Listener Feedback

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