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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.
You know, in a lot of situations, when someone says "the worst part", it's not actually the worst part.
When you use it, it really is the worst part, by far...
Ha, indeed. To elaborate on that part:
He made this demo he was so proud of. Watching it interactively, it was like 70 steps of "move mouse {X,Y}, click, copy, etc". I could literally hear Yakkety Sax in my head as I watched it bumble through.
After that, I went back to my office and wrote a 30 line Python script that accomplished the same thing, only sanely and with the ability to handle errors. He preferred his method since "it's easier for our non-technical folks to automate their stuff this way".
That was the exact moment I started looking for a new job.
Non tech people should ALWAYS ask the support team when they need help automating IT stuff for precisely this reason.
Exactly that. When building a load-bearing business process, it's always critical that the person writing it knows what they're doing.