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Here is a photo of my coil and module - when you say jump from the battery to the primary, are you saying power the "B" from the battery?
For HEI relay setup terminal 87 supplies power to the pink line of the Coil connector.
Since your mission is to decide whether your ignition circuit is causing the problem...... bypass it entirely by bringing power from the battery to the pink line of the coil connector. If the car starts promptly when battery to pink is connected then your off to tracking down an ignition circuit issue. If it doesn't then anything is possible.
The thing is your ignition circuit or HEI relay are being bypassed so they cannot be hooked up to that pink coil wire (in case of a short in the ignition circuit) while the battery direct to coil jumper is used.
Image has coil wire blocking view of the 4 wire plug into the coil so you need to compare your coil wire hookup to the wiring diagram. At the very least the loose/open tach wire connection should be capped.
Note that when you did get it started you noted #6 and #2 had a weak to no spark at the plug. Your firing order is 1,5,3,6,2,4 so it's adjacent plugs in the firing order which if not firing will cause it harder to get started. Pull the distributor cap and look for evidence of severe arcing between the rotor tip and those Cap terminals.
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1965 Dart 110k, 225, Carter BBD Super Six, 2 1/4 single exh., sbp manual scarebird front disc, 7 1/4 rear 2.94 sure grip, 14 x 4.5 OEM wheels, 833 OD with hyd. throwout bearing, HEI, electric fan, ram air/heated air, Accusump.
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