Do the discs first. I prefer Wilwood. Swap to the 4.5" pattern.
Your car already has the 60's look... The front could come up a tad, maybe, It's hard to tell how much tire exposure you have from the angle of your picture. The rear is just about right now. If you want to change your ride height I'd be looking into +1 or +1.5 springs. Personally I despise the 4x4 off road look, but hey, to each their own. I also like cars that function properly.
Power steering, a personal preference, nothing wrong with it. The guy who mentioned electric power steering as an option peaked my interest. I haven't heard of this for our cars, but it's intriguing.