You might want to chat with that guy at Adventure Off-road. I think his name is Robbie and I heard he knows a couple things about diesel engines and swaps.
He drives a rig like this...
Ok, all joking aside, Robbie knows his stuff. Cruisers/swaps/diesel. If I were to do a diesel swap, he'd be the guy I'd want to do it.
I'm sure it would be a great conversation to talk to through that kind of conversion. I'm staying tuned as I've always dreamed about a diesel in my 60.