And has chugged along for over ten years. I've replaced drives, RAM, power supply and kept WinXP long after it was advisable because I had my machine tweaked to work as I like it. I suspect a similar scenario applies to you.
Have you attempted to load Win 10 onto Cruncher? It's obviously younger than Limpet and unless it's a dedicated 32 bit Mb, it would be worth your while to try.
I took the plunge into Win10 over a year ago. This is my main work machine; other computers in the house are Win 7, 8.1. I'm fanatical about it being tuned and working well. Can honestly say that with a day of tweaking, finding my way around (which included turning off a hundred annoyances), Win 10 works exactly as I would like it to.
Programs: I own Adobe Master Collection CS3, Office 2003 and they both work on Limpet using Win10. I use a 2000 version of Quickbooks which runs fine. Win 10 has pretty decent capabilities for running programs in 'grandfathered' compatibility modes.
I don't use MS Access - my databases are built in Filemaker. However, with a little work you can export everything to XLS files and use that as a starting point. Quicken is a strange beast, but there may be a way to export files by 'print to file' select CSV and then open in Excel.
There are a hundred things you can do to make Win 10 look and perform in the ways of older versions. Feel free to PM me for more info. 
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