Mulling over either installing a Cummins or a Cadillac big block. The TBI runs fine, but is a little weak on power. I had thought that installing a Cummins would be a no-brainer but now I'm running up against transmission fitting issues, and whether the stock 10 bolt front end would handle 1100 pounds above it. One option I have been looking at is a 472/500 cubic inch Cadillac engine. Fully dressed out, this engine weighs 60 pounds more than a small block 350 yet has 500 foot pounds of torque. Cammed, they can push 600lb/ft.
The Caddy option would be a cheaper install for sure and would still mate up to the existing TH400. I would like to run a diesel, just no 6.2/6.5 engines. I'm having a hell of a time finding a Cummins for a decent price that isn't clapped out. Also the TH400 would never hold up behind a 6BT with its ultra low end grunt.
Just wanted to give you my $0.02, from a guy who loves big blocks and Cummins alike. I haven't read all 6 pages of this thread yet, just kind of skimmed, but I figured I'd offer my thoughts: There's no question the 6BT is an awesome engine, I was turned on to those years before I ever owned one. They're pretty simple, get pretty good mileage, and have an awesome sound! But they're LOUD compared to modern diesels (exhaust aside, just the injection pump is one clanky mother), and as you mentioned they're extremely heavy. Another thing for fitment issues is they're kind of a tall, skinny engine. They sort of demand a body lift, or a really clever suspension design to keep oil pans and everything happy. For an OBS suburban, Cummins are pretty cool.
That said, Cummins swaps are pretty popular. For coolness/uniqueness factor, swapping in a 500 caddy would just be straight up neat! The two engine swaps I always hear of are 6BT and Chevy 350, so swapping a 350 for a 500 Cadillac would be a pretty trick swap (kind of like that K-series flatbed with the 4 cylinder Isuzu diesel I just read about on here).
I'd say for simplicity sake, ability to keep your front axle, ability to keep your TH400, and less frame/crossmember modification, and coolness factor, throw a big huge caddy motor in there and call it a day! (then later on you could get really wild and crazy and top that with a Weiand and a big aggressive cam! and nitrous while you're at it! haha I'll stop now!).
Anyway good luck with the swap, I'll read what others have to say here in a sec.