Go with friends (Hi, I'm Hound), watch them, have a recovery point (rear hitch D ring works, not perfect, but works), with a good lift, tires and friends you can take diverts where needed but STILL GO. Experience is the best tool out there and you only get that with practice and use. With others to help you out if you do get into trouble, doing more with less, allows you to know what to do when that winch breaks or something else goes awry (and it will).
BTW: (in order from where you are my recommendation would look something like this) D ring, manual come-a-long, rock sliders ( wanna tick of the wife, kill the B piller and not be able open her door. The General Lee made it look cool but wives are rarely Daisy Duke.). The front bumper and winch are things to get but not required up front to go have fun (thinking of others here if you already have a bumper coming). I would not go alone (you should avoid that anyway, more dangerous and not nearly as fun) with just a lift and tires. Those Toyotas came out looking pretty but are still capable. That is why, after Jeeps, Toys are the next most popular thing you see up in the mountains. It does not take much to get them from grocery getter to King-o-the-mountain :cheers: