Skip to content
Home » The Work/Office Joke Archive (1995-2025) » 2009 Vintage: The Mad Men Style

2009 Vintage: The Mad Men Style

 Why did the manager buy a fedora? He thought he was “Old School Professional,” but he just looked like a confused tourist.

Part of the 72 Office Groaners: The 2009 “Windows 7 & Avatar” Edition archive. Historically Verified

🔥 Top 10: The Work/Office Joke Archive (1995-2025)

79 Office Groaners: The 2001 "XP & iPod" Edition
Welcome to 2001 – the year the office turned bright green and blu...read more »
2025 Archive: The 2025 "Office Siren" Finale
 Why is the secretary wearing 1995 glasses? To look back at where...read more »
84 Office Groaners: The 2024 "Spatial Reality & Brain Rot" Edition
Welcome to 2024 – the year the office officially went "Spatial" w...read more »
74 Office Groaners: The 2004 "RAZR & Gmail Invitations" Edition
Welcome to 2004 – the year the office became a hunt for a Gm...read more »
2025 Vintage: The Office Chair "Anti-Gravity"
 Why was the manager floating? Because "Sitting is the new death,...read more »
2025 Legacy: The 2025 Farewell
 Why did the programmer smile? Because he realized that PROJECT-R...read more »
The Secret to Success
A blonde is at a job interview for a high-level executive positio...read more »
The Dual Monitor Flex
Having two screens makes you look 50% more productive and 100% mo...read more »
71 Office Groaners: The 2002 "Spider-Man & Service Packs" Edition
Welcome to 2002 – the year we finally got Windows XP Service...read more »
While doing an interview, the employer...
While doing an interview, the employer asked the candidate: Emplo...read more »

😜 More from category: The Work/Office Joke Archive (1995-2025)

The Secret Snack Stash
Currency in the modern office isn’t dollars—it’s chocolate.The mo...read more »
81 Office Groaners: The 2005 "Michael Scott & YouTube" Edition
Welcome to 2005 – the year the American version of The Offic...read more »
82 Office Groaners: The 2007 "iPhone & The Ribbon" Edition
Welcome to 2007 – the year Steve Jobs changed the world with the&...read more »
2025 Vintage: The Gmail "Mind-Write"
 Why did the clerk love it? "I didn't even think the words; the A...read more »

⏳ Time Capsule: This is how we rolled in the first two decades of the internet

@CRT_Brightness01/24/2000 12:04I need to degauss my monitor after that laugh!
@Legally_Blonde_Paulette10/31/1998 21:47I’m taking the dog, dumbass! And the joke!
@Finding_Nemo_Dory05/10/2014 16:10Just keep laughing, just keep laughing.
@Dark_Knight_Joker01/20/2005 23:34Why so serious? Read this joke!
@Mainframe_Manny06/18/1995 12:30Old school processing, new school laughs.
@Nirvana_Teen04/21/2008 21:16Smells like... teen humor. I love it.
@Orange_Mocha_F01/17/2009 19:47Orange Mocha Frappuccinos! And laughs!
@Ricky_Bobby_Fan12/21/2013 23:52Shake and bake! Hilarious!
@Loituma_Girl05/23/2008 02:48Spinning my leek and laughing at this!
@Woman_Yelling_C12/25/2002 12:36The cat is just sitting there laughing!

Yearly Joke Archive

Leave a Reply

Human Humor: Eco

We use 0% cookies and no tracking. Saving energy and protecting your privacy.