What software you consider so bad it made you happy when you left your job?

I've worked with some pretty rotten software, but management software is easily the most user unfriendly, so my vote goes to HPSM.

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Oh, and Tivoli Storage Manager/IBM Storage Protection. What a fucking garbage "data protection" application. Fucker couldn't even give me a reliable system state restore in modern OSs.
- How the fuck did I suppress the name Tivoli until just now.
  
  Holy shit.
- Man that takes me back. Horrible piece of software.

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