I was working in some companies yet, but things as you described happen as I relize regularly everywhere.
So one company implemented a new system for accounting and monitoring and such stuff, but whether the employees got training on it nor was there anyone who had known how to use it, cause the boss didn't want to spent money on this however.
The very kind consultant from the solftware company who aimed to support had a basic knowledge of computers but in fact he had no idea about the companies business and did not even know about the meaning of several entry fields.
As a result the software was not used, but anotheer was installed. The funny thing from my point of view was, that the owner of the company deducted the license fee from the managers wage due to his incompetence. well ...
While working in another company those decided to take the step from the 20 year old accounting system on an AS/400 to something newer, and this was BaaN. As this is a quite powerfull one it consumed nearly 1 year of five persons to implement. The management had some little controversions about the raising costs and agreed on starting to use the new system.
All went "well" so far, except that the store for packing material ran over cause they simply forgot to reduce the used items. :-) The sales department had no idea how much of which products where left in the store and what could be sold and delivered. The accounts departement did not know what to collect or to pay and could not even send reminders. To make it short: The company made sales of 100.000 DEM in a month which was the amount of 1 percent of that companies normal sales in a month. After the second month the management continued the discussions about the needs to use a more modern software but aware of the risk to loose their jobs they agreed to use the old system again. As they had decided that there is no need to run both systems parallel for the time thats neede to assure the new system works only with minor bugs they engaged all employees for the weekend to get all data in.
To make the point: Stupidity can cost not only your neck but also a few hundred jobs.
And then there was the most stupid mangement I ever met. They tried the same as the company above, just with a different new system. As I felt the duty to report my expieriences the just sat back grinned and continued. Well, I'm currently working for the insolvency administrator of that company and guess why!

Have a nice day
All decision is left to your taste