When Ed figured out that we didn't have backups, he confronted First IT Guy about it and was told why the backup system wouldn't work. The next time Ed was at the computer store, he bought another one that was a little more expensive. First IT Guy worked on it for a long time, but still no go.
After about the sixth repetition of the backup fiasco, First IT Guy found another job. One of our engineers got saddled with the IT duties, and all of a sudden our network started staying up for months at a time, our server started storing our data, and we had a mirror of the data on another machine. It wasn't very secure, but an improvement. Ed refused to buy another backup system and insisted that the engineer make one of them work. The engineer did get something to work, sort of, once -- then was too busy with his other job to deal with it.
To keep up with changing needs, we converted most of our boxes to Linux and bought expensive mainstream software. We bought a couple of new servers: one for a mirror, and one with a tape backup system that actually worked and had a support contract from the manufacturer. We finally had backups of all our engineering data. The data for the CEO, accounting, and sales wasn't backed up, but the engineers considered that someone else's problem because we sure didn't have time for it.
Eventually, we hired another young high school graduate who had just finished a Microsoft certification to fill our IT position. We were deficient on backups for the Windows side of the business, and Second IT Guy tried to get it going. Unfortunately, Ed considered his information and the CFO's accounting information too sensitive to be trusted to a lowly IT person. Ed got highly annoyed when anyone mentioned that if he wouldn't let Second IT Guy back it up, he would have to back it up himself. The CFO started backing up her own data, but Ed didn't get around to it.
The situation came to a head when Ed's computer died. He went out and bought parts to fix it himself, but when he couldn't get them to work right he finally consented to let Second IT Guy fix it while he went to lunch. In the process, Second IT Guy accidentally wiped Ed's data.
It wasn't long before we were back to an engineer trying to take care of IT in his spare time. Ed swore that he would never hire another IT admin or let anyone else touch his computer. In time he ended up getting a laptop (or two) and did his own sneakernet between them.
Our engineering server had a hardware failure a short time later. After about 20 minutes, we were back up and running on the mirror, and the next day the manufacturer had a tech on site fixing our server, which was back up the day after.