With the 4.3 swap, you still plan to use a Jeep tranny, the AW4? Would the GM tranny be better? They have 4-spOD autos and bolt right behind the engine. The 4.3 was in many GM trucks as well as the 4-spOD auto with a driver's drop NP231 behind it. Though not a Jeep NP231, but a GM NP231 with slip yoke. There isn't much following for a SYE for them, but H&T should work. Or look at doubling or other options on the tcase?
You could look at adapting the Jeep tcase to the GM trans or Jeep trans/tcase to the GM engine.
How about a 3.9l Dodge V6 as an option? They are in the fullsize trucks as well as the Dakotas.
AW4's a robust transmission. The normal transmission for a 4.3L Vortec would be either a 700R4 or a 4L60E. They're 4-speeds so he wouldn't be gaining anything with then really. Although 700's and 4L60's can be built to handle some huge HP.
There is a huge aftermarket for the 4.3L compared to the 3.9L Dodge. Like the 2.5L to the 4.0L/4.2L the 4.3L is a 5.7L with two cylinders lopped off. Probably the easiest to swap in is a pre-OBDII but stick with early to mid 90's. If you go OBDII then you have to make sure you don't get one with an immobilizer. My favorite was the 1992-2 GMC Syclone and Typhoon which ran a TPI Vortec with a turbocharger. They were making 291-296hp. Sub-5 second 0-60.
Although if you're going to go that route it would be better to go with a L05 swap and keep it stock. I really like the L05's. basic 5.7L V8. Go with a TBI pre-vortec to keep it simple...