I just upgraded myself from win7 to win10.  My profile was 10 years old.  I chose to do a completely fresh install and manually copy over the settings and files that I wanted to keep.

I also installed a new SSD for my new OS, but I left my old HDD with my old win7 on it as an extra internal hard disk - that way I can fetch any files or settings I want whenever I want.  I did do fresh installs of all my programs that I wanted, but most of the settings I copied from the roaming folder of the old computer to the roaming folder of the new profile.

If you are just doing two or three computers, this way isn't too hard and can be done in a day or two in a mostly casual manner.  If you are doing 10 or more, I'd look for an automated way.

I've never really liked automated methods because I am quite particular on the way my computer is configured.

For moving to win10, I recommend O&O Shutup and O&O AppBuster to get rid of the win10 crap you want.  Then get WinAeroTweaker and OpenShell (newer version of Classic Shell) - between these two apps, you can make your win10 feel almost like your win7 and be quite comfortable with it. 

I am quite pleased with my own upgrade and the way things are working out for me.

I use the Geek uninstaller.  It's dead simple and fast and will scan for leftover files and registry entries.  It is portable.  It doesn't run any services, so maybe it doesn't catch as many things as others, but it's so straghtforward that it's wonderful.  It can remove windows 10 apps, too - even ones you can't uninstall.

What about Open-Shell?  It transforms the Windows Start Menu and makes it quite useful.  I'm actually using it as my launcher.  Open-Shell is the newest version of Classic Shell.

I used to use a-suite, which does a nice job.

However, those are menu-based launchers, not tile-based like what you are showing.  Personally, I like menu-based launchers because you can easily find things and don't have to scan a thousand squares.