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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A custom built CRM and email replacement system built using MS Access as the front end and MSSQL server running on SBS2003 as the back end.

I left in 2010 and they were still using it.
- Almost sounds like we worked at the same place

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