Plot twist: It
WAS the Duraspark!
In the middle of November I ran the tester on it again and randomly got a "DO UIM SYS TEST" which means it failed the module for some reason I couldn't see or hear.
Ran it again without touching anything under the hood and it passed. Did the UIM test as per the manual and it passed. Pulled out the Sun Engine Analyzer and saw nothing abnormal.
If at this point I had the magnetic timing pickup for the analyzer I probably would of caught the fault (If the probe and the light are used at the same time the light and the analyzer should show the exact same timing, otherwise your balancer has drifted or the module is unable to maintain spark timing...or both) but because the only way the tester, the analyzer and a timing light can otherwise check timing is by comparing to the secondary voltage on the #1 plug which is all downstream of the Duraspark, if the ignition module is at fault but not actually
failing it looks like an unrelated timing issue.
Changed the module and the problem went away completely the next morning on a cold start. It's been excellent for a month and a half. Was curious if it was because it has not gotten as cold as previous years but the last few days it dropped below 0 and it's still running like a champ. Sure, problem solved but I wanted to catch the module failing even though Durasparks never had a great reputation to begin with. I'm used to them just overheating and dying and this one survived the 2021 heat dome, so it certainly wasn't dying the usual way.
Put the old module back in, let the engine sit overnight and test drove it this morning. Boom. Pulled over, restarted the engine and tried accelerating as I entered onto the main street. Boom. If the TAC says it's still too cold the spark retard control signal going to the module arrives on-time but is applied to the primary side of the coil late, resulting in either a horrible timing miss or it completely stumbles and the engine stalls. As soon as the engine is hot or the outside air temperature is warm enough that we don't need to deal with weird air density issues (Summer) you never see the problem. So the module is actually bad but in a way that it only fails under specific conditions. Case closed.