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Removing and reinstalling a trans is stupid simple and not really much to screw up and cause other issues…. You sound a bit ridiculous with that statement.
Wont know without giving us some info on what your hitch hight is but looking at the trailer it looks like the pin box may need to go down so for your pickup it may be best to have your hitch at the highest setting.
Load test the batteries thats the first step as im thinking the batteries may be struggling. Ditch that K/N as fast as you can they are trash.
You are on the right path as you thought and the terminals look good