Reason I did a swap is time/money. I've been 'overlanding' before it was called that for years both on motorcycles and Jeeps. Since I live in Texas and like to go to Big Bend, which is 8 hours away, you want something that is reliable. Me and my riding buddies spend days making sure our bikes are top notch. There's nothing worse than being 'that' guy who broke down on the trail and needs a lift back. That lift might take hours possilby days to recover (colichi mud will suck you to hell). Plus, getting stuck out in the desert is dangerous, you either get baked in the hot sun or freeze to death at night. The chance of someone finding you is not that great too. There's no cell phone service in a lot of places in west Texas...you're on your own.
That being said, I looked at a few options when deciding on how my build was going to go. I looked at a hemi, LS, LT, and even a Coyote (it's what in my truck and I love that engine!). I went with an L83 in the end (LT). It's a modern engine with high reliability and good/easy support. Parts are plentiful. I found a good deal on one a pulled the trigger knowing that an LS would have been an easier swap. So far it's been going well (knock on wood). It dropped right in between the frame rails and with a 6L80E transmission and 241C t-case, it was almost like it was designed for the Jeep.
Now, if I had a 401? I'd get a CJ and drop it in with some 40s and tow it behind the Chief!