Finally got the "go" for all the rest of my computers I'm upgrading for free.
The first is a HP Elitebook Pro, 17" 1080p, i7, 16GB, 120 SSD OS drive, 500 GB 2nd drive, Nvidia Quatro GPU 2GB - was Win 7 Ultimate but upgraded to Win 10 Pro. Absolutely zero issues. All programs work, all shortcuts still there (besides the programs it removed - IE, Win7 media stuff), shared drives still there, can still remote into it from my main desktop with zero issues.
Next was a Winbook 8" that came with Win 8.1 w/Bing 32GB (w/ 64GB microSD). Zero issues - all programs I checked still work, kept all my settings. I haven't checked everything 100% (all drivers got installed), but there wasn't any issues while doing the normal stuff - Outlook, Firefox (had to remake default but that's expected after a Windows update), Yahoo messenger, some gaming programs.
Next is my home server (Win 7 Pro) - it's not a power house i5 w/ 4GB RAM, but lots of HD space - 1 TB, 2x 3TB, 2x 2 TB drives. It took longer than the others, but that again is expected with the slower processor and a lot less RAM. I have lots of shared folders on this, and zero issues, all the shares were there with the correct security. Also can still remote into it with no changes (beside the certificate update acceptance, again which is normal when there is an update).
My last one that I'm updating for now is a small Acer ES1-111M - a nice little 11" notebook with no moving parts (microSSD, no optical drive). Doesn't have a touch screen, but it's great for the lazyboy while watching TV. It came with Win 8.1, 32GB drive 4GB RAM, Celeron dual core. This one ran into the "not enough space" while downloading - so I am going to have to get a larger SD card (only have an 8GB in now with stuff on it), so it can finish the upgrade. But besides the space issue, there isn't any other issues - I will update when I find a larger SD card so the install can "use" it for the upgrade.
But over all my upgrade experience was very smooth and only 1 major issue - main laptop (not the one in this post) the upgrade kept installing the wrong AMD driver (was in the INTERNAL_POWER loop issue) but that was fixed by downloading and installing the updated driver from AMD directly. Been working great since.