Originally Posted by n1kki6
If I pull the vacuum line that runs to the booster on the engine side the car starts to idle rough and die if left for a few seconds. If I put my finger on it the car idle fine, if not better than when the booster is hooked up. It seems the vacuum is fine.
That's a good sign. You should still invest in a vacuum guage. Trust me you'll be needing it down the road. Assuming your calipers are good and the booster is good the next thing sould be to check your master cylnder. You may just want to trying to "Bench Bleed" it before swapping it out.
As far as your steering box. Try adding some lube to it. A 40 year box has probably never been serviced. If the lube doesn't help, you can adjust it, but be careful, it's easy to over-tighten. Next option is to replace it.
Your steering problem may also be a worn Pitman Arm. They are easy to replace and not too expensive. Since the car is a "keeper", I would just go ahead and get a new one if/when you replace the steering box.