68 Cuda 383 vs a 360

Let's not compare factory 360's with any Chrysler big block. Fact is the 360 was a turd from the factory.
Stock 383 2bl out performs 360 2bl every day and twice on Sunday.
But that isn't what we're talking about.
The OP should just go with the 360 or the small 360 stroker for what he's wanting to do.
BB are great on a strait line (weekends), heavy on the turns (not for a daily driver). The question at topic was which motor, but wanted power steering. The 360 would be a well balance setup and my choice for his app.