What plugs (unless the answer is just ALL of them) should I make sure have some di-grease on them? This thing seems like a rat's nest compared to my last bike, especially with all of the farkles from the PO.
I dunno about the rat's nest on the V-Strom being worse than wiring harness on any other liter bike.
Just my opinion, based on "Failures I Have Known", but the 2 multi-connectors resting in a pocket in the left side cowling plastic, the connectors downstream (moving up ) to the headlights, ignition switch, instrumentation, and THE engine ground connection.
Second rank of importance includes the sidestand safety switch, tail/brake/turn signal connectors in the cavern under / behind seat, connector on the radiator ( right rear location, temp / fan control switch ), and the contacts in the handlebar left and right controls (start switch, high-low beam, etc.).
Black w/ white stripe wires are usually the supplied, all-important ground wires that are vital since the frame is NOT usable as a ground. Notacop hit the nail on the head. Install your own ground wire from battery.