I have gone full ******
Primer:
After a few short, around the block trip, i think am good to start taking my bike to work, had gone a total 12 miles and fully died, stuck in 5th gear in the pitch blackness in the morning.
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While waiting, I center stand it and fiddle with the rear wheel and shifter to get back into neutral. After waiting 2 hours for AAA to show up and take my *** home. I toss the bike on the charger so it has some power so when i get home so i can see what i did wrong and race off to work.
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Come to find out when i got home, I didn't fully seat the stator connector to the rectifier / regulator module and I had been running solely on the battery till it completely died.