WINSmartEV is a software based plug-in electric vehicle (PEV) monitoring, control, and management system. It not only incorporates intelligence at every level so that charge scheduling can avoid grid bottlenecks, but it also multiplies the number of PEVs that can be plugged into a single circuit. This paper proposes, designs, and executes many upgrades to WINSmartEV. These upgrades include new hardware that makes the level 1 and level 2 chargers faster, more robust, and more scalable. It includes algorithms that provide a more optimal charge scheduling for the level 2 (EVSE) and an enhanced vehicle monitoring/identification module (VMM) system that can automatically identify PEVs and authorize charging.