I feel like it’s not “my computer,” it feels like the most “Big Brother” operating system ever; it always feels like “something” is watching me or lurking in the background reporting back to some giant Microsoft data center on what I’m doing, what my files are, etc. It’s just this really creepy feeling. I feel “gross” when I use it.

You know what feels great? Not having that feeling. Not having the whispering chorus of surveillance like a fat fucking argus of paranoia weighing on your psyche while you attempt to use YOUR computer. Quite frankly how dare they fucking do that to you. MS wastes your time and agitates your conscience. Nowadays you really don't need to know much about many Linux Distros before you use them, and the best way to know a bit more is to simply try.

I’m not techy enough and worried I’ll fail at switching over.

Considering how much technical workaround you have to do just to make 11 bearable, I strongly doubt this statement. Think of it in small steps: Download the version of WhateverOS you want (Mint is great). Put it on a USB. Try out the virtual Desktop without installing anything. See if you like it. Maybe a day later back up your files. I mean everyone should do that every now and again regardless of what OS you use, right?

Then try the Virtual Desktop again. Click the button that says install and just run through the process without intending to complete it. You can always back out. Have a look at how it partitions your drive. Consider how much space you might be willing to give it. You might not need much! Are you aware that you can read and access all your files on the Windows NTFS partition from your Linux partition? For myself way back when, this was a light bulb moment. Note some things you might wish to check out online, what certain terms and acronyms mean. When that is done run the installer again. Why not. Just for fun.