Cubase 10 Upgrade Question

You will not lose your settings, the preferences for the different versions are stored separately.
As stated above you could always copy your preferences folder to make sure.

Version 10.5 is very different from 7, there’s been so many big improvements along the way.
I don’t personally have an issue with re-installing software but each to their own.

It is strange that Steinberg are now suggesting this re-installation step as they never have before.