Overall I agree with everything stated here, while a winch does not need to be first priority, it should be on the list, especially as you stated you do the majority of your trips alone. I didn't have on for the first 3 years of owning the FJ, and while I didn't "need" it, I did have to be helped out of situations by other vehicles that did have winches. Yes I was intentionally putting myself in challenging situations, so this was not unexpected.
Fast forward to this summer, me and the wife and dog are doing a solo trip through the mountains, so I am playing it safe as we are solo and in unknown country . The winch has been on the vehicle now for 2 years, never used to recover myself yet, I was driving along a decent trail , went across what appeared to be a slightly wet section, ground turned into soup as I drove onto it, and sunk all the way to the skid plates, front tires spinning uselessly in the air back tires spinning slowly digging down. Could I have dug out? Probably. Used the Highlift? sure. But I spooled out the winch, tied it off on a tree saver, and was out in about 5 minutes total. Went around the next corner of the trail, and BAM! slid into a rut, doing the exact same thing. I had intended to straddle the rut, but the trail had other plans.
This one took a bit longer, about 20 minutes, as I had to do 2 pulls to get out of the ditch. I would've been tired, sweaty, and angry after having to dig out of that one. Not sure how effective Maxtrax type boards would have been, I don't have any experience with them, but the winch earned my undying gratitude after this one.
