Welcome, good to have another MoPar fan in our state. I'm a couple hours south east of you. Ever race at the Rock there in Eau Claire? Been thinking of trailering my car up there for a day of fun.?
For ease of installation, cost, and Maintance I'd go small block, 360 probably. I cringe every time I think about doing anything with spark plugs on my 440.
Just my 2 cents
Welcome MeanDemon, congrats on your a body purchase, you made the right choice.
As you get going on the car,if you have a question the guys on this site are all a great source of info and suggestions.
Have fun