It so happens that I just installed a 2" hitch from etrailer onto my 2014 Subaru Outback a few weeks ago (for the purposes of adding a bike rack). Not the model you linked, but the style with the flat plates the mount underneath the bumper.
I had never installed a hitch before, but this went fairly smoothly - I did it by myself with no help other than Youtube. As a frame of reference, I'm moderately handy, but by no means am I the type who would undertake major car repairs or house remodels myself. There were a couple of minor differences between the videos and my car (video was for a 2015, which was a design refresh from 2014), but I took my time and got it done in a couple of hours. I watched the installation video a couple of times beforehand and procured a couple of tools I was lacking - torque wrench and aircraft snips from Harbor Freight, and some cheap trim removal tools from Amazon.
Don't have the bike rack yet due to backorder, but the hitch installation is rock solid. A couple of hours of sweating and flexing MMM muscles to save several hundred bucks, while learning something new.