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And if you’re willing to pay $195 for the package and upgrades of $50 each time the OS breaks the app, we are good. And as long as this software doesn’t have to sync across mobile and desktop. And as long as this is single user software.

Then sure.



Take Microsoft Office, if you just need Word, Excel, PowerPoint, Outlook and OneNote, that's the same price as a two year subscription to Office 365 / Microsoft 365 / CoPilot. That's potentially a good deal, depending on your needs.

Some people have been running Office 2003 on everything from Windows XP to Windows 10. Assuming they bought the license 22 years ago, that's pretty cheap, probably $15 per year. As a bonus, they've never had their workflow disrupted.


On the other hand, theres 17+ years of security updates missing.... and office macros are a known vector.


You shouldn't upgrade the OS on a machine with important paid-for software which you are using.




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