I just adore you all! Sorry to act like an ole gal, but this gives me some hope. I absolutely have no problem in paying for work that is properly performed; i demand it. I do, however, dislike to pay for what happened with this tech and he was paid prior to. Also, thank you for not letting anyone give me a bad time for using old applications - just really nice suggestions and information related to this aspect. I guess, i could ask the question of ... what would be best to use for my word-processing needs and those movies i like to download (yes, i know you cannot comment too much on the latter); is there a good fix for me. I will buy a new computer as what i have IS a really old Dell. Best, just sarah
Really, there shouldn't be a HUGE problem changing. My mother (now 75) has gone from XP to Vista to 7 to 10 and now has a Windows 11 laptop, and she doesn't have any real problems because she uses applications, not the operating system, and hardware is hardware and a regular user shouldn't even think about that other than making sure they buy the performance they need. Office did have big changes since 2003/2007, but there comes a time when you just have to bite the bullet, and it's not cripplingly different, and she has handled those changes. Windows 11 does have some rather unsightly and user-unfriendly changes, but you should be able to adjust to them. (Luckily, as we get older, we slow down anyway, so even though Windows makes us slower, we're also aging to match and it doesn't SEEM as slow.

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I think before you consider upgrading, do what's needed to get your autocomplete/autocorrect cache restored. Find someone that can do it, and then ask if they can assist you with migrating to a new machine which includes restoring all your files as well as making sure the autocomplete cache works and that your browsers and other settings can be transferred. (Some stuff won't be the same because of the OS change, of course.) When you do replace the machine, you'll have your working system sitting right there and not be worried about losing the data again.
Do you use anything other than MS Office applications and web browsers? Are you just using Word/Excel or do you use Outlook? Browser data is very easy to transfer between machines, even the data that might not be synchronized if you're using cloud account sync.
As to hardware, what do you have now, specifically? It's likely that even the lowest-end machine would serve your needs due to the increases in performance since the time that your machine was built. A Chromebook would probably work fine for you, if the software was available that you need.
As to software, as I said, Office has changed a lot, but the basics are still there. It's just a matter of where the buttons are, and if you can't learn that, computers might not be for you. (Saying that in the generic YOU, not specifically you.) The worst part is really figuring out what edition you need - Office 365 subscription and which one, or a perpetual license and which version. Office 2021 and 2024 perpetual license can be had cheap, and they're still supported. Office 365 ensures you're always up to date but also means slight changes regularly, and would definitely cost more compared to using Office 2024 for the next decade.
There are also free office suites like LibreOffice which are similar to MS Office, but do have significant visual differences. But again, it's generally a matter of figuring out where the tools you need are located, and then getting used to accessing them. Your files should all be compatible.
Any other applications may or may not require you to purchase new versions to be compatible with Windows 11, if they are even available. Sometimes they can be run in a compatibility mode if they're really old, sometimes not, and sometimes they'll just work if they didn't depend on specific code in a version of Windows.
I'm glad it at least sounds like you're not one of those CEO types that refuses to accept that times change and eventually what you want just doesn't work or isn't made anymore, and you just can't convince them that you won't be able to solve their problem in the way they want it done. I had to escalate to my company owner a few times to get the point across, CEO/owner to CEO/owner. They still complained even when we brought them up to the latest thing, of course.