So after much grueling and testing I finally got down to some nitty gritty fingers. Last night I started playing with the timing. Set my initial to 0, vac advance to 16 and took it for a spin. Started it sputtin and poppin around 2000 rpm. I knew the next morning it was time for a compression test.
Fast forward 9:30 am, got it done. I was confident it was not a mechanical issue with the following numbers
160 #1
175 #3
180 #5
170 #7
170 #2
180 #4
180 #6
175 #8
Not perfect by anymeans, and more or less why I am looking at a rebuild. I refocused my attention to the distributor. Accel Super Coils like a tight tolerance according to their techs, 8500 +/- 1-2 percent. I tested the coil according to general GM specs of 6-10k ohms and came in around 9650.
New cap, rotor, matching ignition module and coil and away I went. Thanks to all whom have chimed in, It has definitively put me back in time and tune.