Thanks for all the support!
Now that the motorcycle is broken I have no choice but to jump in with both feet. With that in mind I figured I needed to add a way to lock it up if I need to run into a store or the bank. Just to keep the honest people honest. I got a cable lock. It's parked in my garage at home and inside the building at work, basically it's never more than 20' from me almost at all times. I also picked up a mini pump and some more flashing lights.
In the right bag I've got a multi tool, tire levers, couple patch kits, spare tube, small LED flash light, chain tool, rain pants, rain jacket and a reflective vest.
The left bag will hold my lunch and clothes for the day.
I need to weigh it again with everything in it just to see how much all this stuff ads to it.