Erratic Timing

My advance is 15, right in the middle, so those degrees would be 3*, 9.5*, and 15*, if I'm guessing right. Since I can't idle below 1100, and my timing light shows 1* at 1100, then these numbers would match what I'm seeing, meaning that my initial timing is 5* retarded. Yikes.
On a early smog engine, you're actually not that far off. Plymouth spec'd the '68 & '69 smogged manual transmission cars with 5 *ATD initial.

That said, those early smog setups are a PIA and since you're not doing a points resto, there's no reason to try to that.
Bet if you give it some more initial, you can then turn the idle speed screw (aka idle stop screw) down and get a slower idle speed.
Then fiddle with the idle mix screws. Turn them in until the speed drops a little, then back out roughly 1/4 turn richer.

Do this in a small steps. In another words repeat the process a couple times. As the engine warms up, you should be able to get idle speed down to 600 - 650 rpm.