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73 Office Groaners: The 2000 “New Millennium” Edition

Welcome to the year 2000 – the year we survived the Y2K Bug only to realize we still had to go to work on Monday. It’s the era of Windows Me (the OS everyone wants to forget), the rise of The Sims (where you manage an office to relax from your real office), and the launch of the PlayStation 2. While the dot-com bubble starts to show some cracks, offices are leaning into the “New Millennium” aesthetic with even more translucent plastic and silver gadgets.
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77 Office Groaners: The 1999 “End of the World” Edition

Welcome to 1999 – the year of the Y2K Panic, the debut of The Matrix, and the rise of Napster. In the office, everyone is stockpiling canned beans while wearing black trench coats and debating if Jar Jar Binks ruined Star Wars. It’s a year of frantic patches, slow downloads, and the existential dread that every computer will turn into a brick at midnight. Here is the archive of the final year of the 20th century.
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61 Office Groaners: The 1998 Retro Edition

Welcome to 1998 – the year Windows 98 debuted with a famous Blue Screen of Death during Bill Gates’ demo, and Google launched in a garage (still in beta). In the office, colorful iMacs are appearing, Furbies are blinking on desks, and everyone is wondering if the Exxon-Mobil merger will affect the quality of the breakroom coffee. Here is the 1998 archive of workplace wit.
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64 Office Groaners: The 1997 Retro Edition

Welcome to 1997 – the year when Clippy first asked if you needed help, Deep Blue defeated Kasparov, and the office was humming to the sound of Office 97. While everyone was humming “My Heart Will Go On” after seeing Titanic, the workplace was evolving with the rise of the DVD, the launch of Netflix (as a mail service!), and the growing dread of the “Millennium Bug.” Here is the 1997 archive of corporate comedy.
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68 Office Groaners: The 1996 Retro Edition

Welcome to 1996 – the year of the PalmPilot, the launch of Hotmail, and the infectious beat of the “Macarena” echoing through office holiday parties. The internet is no longer just a buzzword; it’s a distraction. While the world watches the Atlanta Olympics, office workers are busy discovering the joys of “Ask Jeeves” and trying to figure out if they really need a DVD-ROM drive. Here is the 1996 archive of workplace wit.
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Human Humor: Eco

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