It looks like my question(s) on seals was pretty much answered here in this thread
Request: GM Valve spring experts
1. SBC 350 of 72 only rolled out with O-Rings
2. Later Umbrella seals came out (some used Fords). Both can be used at the same time.
3. If you add umbrellas, they would only be used on the intake side, I believe but unsure.
4. Unless the your old heads have been machined for positive seals, you can't use them.