You mean, moving him to linux? Nice fantasy, and would have made his life easier, but it was NOT going to happen.
I suggested them to use OpenOffice, even installed it for them. Guess what they did after they got the machines?
Install Office 2010. They didn't wait a few weeks for Office 2016. They didn't install Office 2013, no, they went straight to Office 2010.
Try to imagine the reaction if the suggestion was: "Go to linux mint". Was NOT going to happen...
Besides, they have a few windows programs (admin/accounting stuff) they need. Here were we are, Linux support is non-existent, and windows support people are crappy, to say the least...
Just as an example, on the P105, the resident techie installed 1 2GB stick, and left the other slot empty. Q: Why did not take the machine to full 4GB? A: That required a BIOS update, and that was beyond the guy's Kung-Fu. Try to imagine that guy running "A2 Software" under WINE (with NO support from the distributor). Yeah, right! Besides, as I said, my brother would never allow it in the first place.
As a matter of fact, the promise to move them to Win10 was the big draw/carrot for my brother to move his ass and let me do the hardware upgrades, instead of plowing along with those CRAPPY machines (or worse, filling the landfield with them - Remember, I did this for mother earth).
Last detail, In his personal machine (a 17" beast of a laptop, with dual HDDs, and 8GB of RAM), my brother had 8.1, and was HAPPY with it, he is eagerly waiting for 10 his automatic update to 10. So no, linux is a nice fantasy, but is not going to happen for him.
And if you meant moving them to Win7, remember microsoft backported their telemetry crap. The resident techie will not be able to play wack-a-mole with the relevant patches.
As for me, apple forced my hand by not having win7 drivers for the air 2015 in bootcamp. So 10 it is for both machines. From my machines, microsoft will only see me using project, visio, WD Drive check utility, Nokia suite for my old-now-just-used-for-here-maps nokia N9, and Arkam City Origins.
There are 5 more machines to update, but I am not sure He will be willing to pay for the required hardware. The next one for sure is a P35-S6111, that only goes to Win7. It is getting a PATA (for crying uot loud) SSD, and, guess what? 2x1GB DDR-0 sticks.