yeah sure is smart to go the way that you have zero idea how to do anything and will most likely end up loving up multiple times!
Again, I'd rather go a route I'm familiar with and know I won't forget up rather than going the complete opposite lol
i tried to install arch linux 5 times in virtualbox before i could do it right each successive time
set up virtualbox and install the os of whatever choice into it several times so you get a feel for what you're doing
iirc the ubuntu installer is similar if not just like the windows installer, point and click
PLUS you get the forgetin knowledge of knowing how to use linux so if you somehow break your outdated unsupported windows 95 install you can always fall back on something free