i'm looking at it this way.
my previous truck was a 2001 s10 ZR2, stock 3" susp, wider track, 31"s, 122.9" wheelbase.
i got most everywhere i wanted to really go, i'm not into rock crawling or mudholes, i never got the ZR2 stuck. i went on a good few trails in uwharrie too. no issues there.
now i've got a ~93" wheelbase. a 2.5" lift is inexpensive, i won't need new radius arms or drive shafts and i can clear 33s. i'll have more power, a D44 front and 9" rear, no top and no doors too.
i'm happy with my ~$5k worth of parts to go from now to the trail/road.
what i'm saying is you should decide your needs and your wants. i know 5.5" on 35s w/ a 351 is great and looks badass... but do i really want to spend $3k on driveline alone for abilities i'll never use?
do what YOU want, not other people. you're already ahead of most, you are working on a classic truck, not just another yj/tj.