Thank you all for the feedback; much appreciate the nice comments on the car as well.
I'll most likely stay away from the aftermarket filters for the sake of originality. Probably try one of the HM oils next time, hoping it might run even a bit smoother than it does now. Worst case, I go back to the Delo 15-40, or try a different 15-40.
Couple More Pictures:
Oil Pan off for cleaning, inside of the engine looked better than I had expected:
Adjusting the carburetor float level (with engine running):