An oldie but a goodie: The Case of the 500-Mile Email:

"We're having a problem sending email out of the department."

"What's the problem?" I asked.

"We can't send mail more than 500 miles," the chairman explained.

I choked on my latte. "Come again?"

"We can't send mail farther than 500 miles from here," he repeated. "A little bit more, actually. Call it 520 miles. But no farther."

https://www.ibiblio.org/harris/500milemail.html

The case of the 500-mile email

@noelle by far my favourite admin story
@noelle one of my faves: "OpenOffice won't print on Tuesdays" https://bugs.launchpad.net/ubuntu/+source/cupsys/+bug/255161/comments/28
Comment #28 : Bug #255161 : Bugs : cupsys package : Ubuntu

What a fascinating bug!! My wife has complained that open office will never print on Tuesdays!?! Then she demonstrated it. Sure enough, won't print on Tuesday. Other applications print. I think this is the same bug. Here is my guess: Print to a postscript file. Observe the line: %%CreationDate: (Tue Mar 3 19:47:42 2009) Change "Tue" to anything else: %%CreationDate: (XTue Mar 3 19:47:42 2009) Save the file and it prints. Tools like evince work because they simply omit the "Cr...

@noelle ever read about but flipping cows? Search debugging behind the iron curtain if you haven't