'up'grading is overrated
seriously, the whole 'up'grade thing [which is a DOWNgrade if it's to "Ape" or Win-10-nic] is highly OVERRATED. It would (likely) require new versions of things that people are familiar with OTHER than just Windows, and that includes HARDWARE too, most likely.
It's a fair bet that a FAIR analysis of the situation might prove that a commercial flavor of Linux, if you MUST "up"grade the OS, would be a lower cost, longer term, TOTAL solution.
Like THESE guys did at Ernie Ball over a decade ago:
Biting the hand that feeds IT
