Well seems like my electrical problems continue. Replacing the stock regulator with a MOSFET did nothing for me. Still've been having the occasional (more often than not) starting problems, and today things got worse.
A beautiful day out, I put the bike on the charger for a half hour, so it'd start with ease. Started fine and I hopped on to head into downtown DC for the cherry blossoms. 7.6 miles later, the bike died, while in motion no less. I managed to coast to a stop along the side of the road.
I've got a friend coming by with jumper cables in a few, who will then follow me home.