My neighbor across the street asked me to help out with a software issue today.
He was running a program called Simply Accounting and it wouldn't work any more. Why an 85 year old retiree needs to keep his personal finance records on an accounting program is beyond me - but I digress.
Turns out his copy was from 2011 and when he got it the user ran a standalone program on one's local PC. The company has been sold and now it's mostly a cloud based software as a service product. Probably the standalone program has been patched many times. I think there is an up to date standalone version
He had a few glitches so he uninstalled and reinstalled the software, putting him right back to 2011. The program uses a MySQL database and immediately the program informed him that the database format was now incompatible. His data is apparently toast.
I thought maybe we could run a system restore but the only restore point was 9:30 AM today and he couldn't say for sure that he had removed and reinstalled after that time. So I didn't want to chance it.
I advised him to take his laptop to the local computer store. They are pretty literate and maybe if he buys or installs the latest version of the software it'll be able to import his data. Failing that maybe they can parse the database and get a report so he can re-key his numbers.
Why people insist on running obsolete software I'll never understand. But this was one problem I didn't want to try to fix.