Too cold to start car

I know a choke would help but didn't think it'd be that big of a headache without it.

Btw, Oil is 20w50
Its not a big headache with no choke, its just a minor PIA. Sure its better to have a properly working choke-and fast idle setup, but you don't need it to create the conditions neccessary to fire it up.

The thicker oil will make it harder on the starter. Since it managed to spin for 20 minutes worth of attempts, it seems pretty safe to say that's not the issue in failing to start in this case.

Fuel: If the tank has summer fuel in it, it will be harder to start in cold weather. Winter fuel has a higher RVP. Again, not a dominating factor, just a minor one that makes it a little harder.

The MSD likes it's voltage,
Reread carefully. That was my first impression too. That he had an MSD 6. laugh2-gif-gif.gif But its just an MSD coil, not an MSD ignition.

what did people do in the 70s? We drove the car we had...
Fixed. :)

Automatic Chokes are harder to set up to work properly on cams with a lot of overlap. That's one reason a lot of us don't have them or dont use them on our hot rods. Its on project list... :)