2095501 is an old Mopar PN for the stock Mopar ballast and coil; I think there are some equivalent later Mopar PN's. That MSD 8214 is a decent 2nd choice, and if you are running that MSD coil, I would use that.
It will help the spark but I suspect that there are other issues. If you troubleshoot this again, then check for spark in a different way to be more accurate than just looking for the timing light to fire. Take the coil spark wire off of the distributor and place it near metal (valve cover, firewall, etc.); it should jump a 1/4" to 3/8" air gap with a nice blue spark. If you get that when you have starting problems, then the spark is good and you can move on to examining other things.
One possible ignition issue is in the key switch and connections like through the firewall. Before starting next time, hook your + voltmeter lead to the end of the ballast where the blue wire come in, the - voltmeter lead to battery -, and measure the voltage with the key on but not running; then compare that to the voltage with the voltmeter connected across the battery + and -. The difference should 0.5 volts or less. Do the same comparison while cranking, and also while running. If you get a significantly higher voltage difference between battery voltage and ignition input voltage, then you have some electrical connection issues; factory new difference is supposed to be less than 0.3 volts.
As for the hot re-start issues when it sits 5-15 minutes with the motor hot, it sounds like 'vapor lock', where the engine heat soaks the fuel line somewhere, boils the fuel into vapor there, and breaks the suction on the fuel out of the tank.
Or it could be boiling fuel out of the carb when hot and stopped. Next time you stop hot, take off the air cleaner top and listen for a dripping sound and look down in the carb to see if raw fuel is dripping down inside. Sometimes it takes a few minutes of sitting for things to heat soak to maximum temps, and so you may want to wait 5 minutes and then open the hood and make these checks.
BTW, with your symptoms, it's possible that you are getting fuel evaporation from the carb bowl overnight. But that would typically just be slow to fire off, and not have the symptom of never firing.
Is it cool there now, and do you have an electric choke on the carb?