Yo7 -- With your sb Challenger, stepping up to ~1.15 Tbs and the good shocks you've mentioned, will be a very enjoyable ride.. and not harsh at all.
On my 340-6 Challenger with 1.24 Tbs (425 lb/in), Koni shocks and 60 series T/As (was 245 f, now 255 f, and 275 r), the ride is great, yes a little stiff, but not unbearable at all ... always a pleasure... street or especially hwy. I also have 255-50-16s (BFG GForce) for HPDE/HSAX events, and the ride is great to/from the tracks, as well as on the track.
As the sidewalls get shorter, the ride will become a little more noticeable, but still not bad at all. Naturally, avoiding pot holes and speed bumps, etc, should be done regardless of what you're driving.
With all the talk/concern about harsh rides with bigger TBs, a much more noticeable "harsher" ride will come when stiffening up the rear leafs. I have 225 lb/in (5" arch), and its stiff, but still bearable for street/hwy.
