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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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  • I didn't leave the job, but I had my resignation letter written over this since I would have had to maintain it:

    My former boss had an absolute hard-on for "AI" and brought in this low-bid, fly-by-night "AI" software to automate all of our processes. I'm a fan of automation in general, but not this.

    This "solution" was basically a glorified macro generator that would screen scrape data from our apps and key into our other apps. Not only it was built on the absolute shakiest platform imaginable, but the documentation from the vendor outright told you to setup remote desktop services in a way that was in violation of licensing in order for it to work. The stack it ran on made a Rube Goldberg machine look like sleek, fine engineering.

    I repeatedly told him this was bad software, but he persisted to the point where we nearly went to production with it.

    The worst part? The applications he was screen-scraping were all internally-developed. We had access to the backend, frontend, everything. Rather than writing proper processes, he threw that piece of garbage at it.

    Luckily he retired before it went to production, and the new CTO shut it the fuck down.

    So, I didn't quit my job over it, but I was looking and had my resignation letter written.

  • Jira. In the Software-as-a-Service world, it's often the tool of choice by Product teams to track issues, by breaking everything down into stories.

    It's a horrible, slow, janky mess. The interface is confusing and poorly laid out, you can easily have too many options all over the place, and how its even used can vary dramatically from one company to another.

    Salesforce is also trash for very similar reasons. How Sales people around the world all vouched for this thing is beyond me.

  • I've been in the industry some time but here are some of my most hated software I've been forced to use:

    • IBM Clearcase. Absolutely the worst dogshit source control system ever to exist. Complex, fragile, arcane, slow, network intensive. The company had to employ people fulltime on each of its sites whose only job was creating branches and mirroring repos on other sites. The operational & licensing costs of running it must be insane. Some defenders might claim "but it's so powerful!" or "look how we can create fancy layered views" as if that excuses it for being terrible in the most basic ways. Fixing it must have been intractable because IBM Clearcase eventually produced a faster remote client that talked to a proxy of the view running on a server somewhere. More expense and complexity.
    • IBM/Lotus Notes & Domino. Another complex, arcane, slow, unintuitive, frustrating product by IBM (though owned by HCL now). Originally a content management system with an email / calendar with its own terminology and workflows completely divorced from any other email / calendar system in existence. Various iterations attempted to rework the front end to appear more user friendly but it was illusory - click button or two and you were confronted with dialogs that hadn't changed in 30 years.
    • Internet Explorer. I've worked in company after company that had some really awful in-house expenses system or clock-in/clock-out or some enterprise junk that NEEDED Internet Explorer and no other browser would do because it was so badly written that it couldn't render properly or it used an ActiveX control.
    • HP/Microfocus ALM. Another over-engineered, arcane, unintuitive piece of enterprise software. This time for tracking bugs, features, testing etc. Complicated and slow, heavily dependent on Internet Explorer and other deprecated Microsoft tech.
    • Trend antivirus. Almost every corporate antivirus is bad but this one has been the bane of my existence. I write code which does stuff like encryption and compression/decompression and this piece of shit would constantly trigger warnings and delete binaries I was trying to build and develop. When it wasn't interfering with my work, it would just be constantly hogging CPU and slowing down disk activity.
    • Enterprise software in general. This crap is sold like Kirby vacuum cleaners - a pushy salesman convinces a clueless CTO to buy junk that can seemingly do everything and a sign contract for $$$. And then this stuff is there FOREVER. Management will ignore complaints and the obvious shortcomings of the system because its paid for and the sunk cost fallacy kicks in.
  • Historically, anything that required at least half of an employee to manage.

    We're talking SharePoint, exchange, scom, mom. I'll give backup software a pass in general because in the days of tapes, no it's nothing you could do about it but backup exec can f*** right off.

  • Not a job, but I was happy to stop using Blackboard when I left community college lmao.

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