I’ve worked with some pretty rotten software, but management software is easily the most user unfriendly, so my vote goes to HPSM.
Hangul Word Processor. It had (has?) an updater that would pop up ads in the taskbar. Unfortunately the developer, Hancom, is so in-bed with the Korean government, it’s mandatory software in many Korean workplaces. Korean support has gotten much, much better in every other word processor, it’s hardly necessary anymore.
Asana.
Jira.
Oh, oh, oh! I got one not mentioned yet:
ELK.
Well, not the whole of the ELK stack (Elastic, Logstash and Kibana, though the full stack size is much larger nowadays), but their watchers. A watcher is a piece of JSON with some search specifications on when to trigger and send an alert to email/slack/teams/whatever. We’re basically abusing it as an alerting system, and generally it works… Fine… Presuming Filebeat actually ingests our logs (which is partially our fault, as there’s a fix, but it takes too damn long to drag 3 teams along to implement what needs implementing to fix that problem).
Anyway, the problem is not the watcher itself, even though it is painful (heh) to learn the structure. It’s “Painless”, the JVM-based scripting language available in a watcher. It’s anything but. It is SO painful to write code, inside of a JSON object, making sure everything is exactly as it should be, having to use the DevTools in Kibana to try and trigger it, wait to see what enormous error comes out while praying it works. No IDE, no nothing. Ah, I lied. It does have Syntax Highlighting, for non-Painless code, IIRC…
Oh, having to dig information out of the data you get is super unintuitive too.
At least the UI/Kibana is good, and Elastic is pretty good too. Fuck Filebeat though. And Painless.
Sorry but FreeCAD, it’s just not made for professional use. I don’t blame it, I blame my boss for being so tight he had us on Linux cos of that and then plus wouldn’t buy me a CAD program.
Back then Web based options like Onshape didn’t exist so there wasn’t much else…
Startup life for you…