The umbrella/shade was a good idea. I have a mini-brella in my top box because I am a kind of hoarder. Some riders put a small ground cloth/tarp under their tool kit that could be either shade/rain/working ground cloth or bike cover. If a rider has a fuse block or other fuse use beyond the stock items, be sure to pack fuses for them too. Some riders will pack 20-40 oz of water remotely with their tools for trips. Thus, critical hydration will be available for breakdowns when the regular hydration units might be very low. Us old guys carry a foam kneeling pad and a collapsible cane too.
Having a 3x5" index card with checklist for breakdown procedures could be a mind saver? Not so much as referring to it mid-breakdown but more so for having done the mental preparation. The writing of the procedure is what sets the decision tree in the rider's mind. Actually having read the owner's manual and high-lighted the parts that seem most useful on the road might set it in the rider's mind so it will be there when needed. Re-reading the card and scanning the manual before a big trip could be a good idea.
Many cables have teflon linings and require no lube. BUT. The cable ends/barrels could use some lube where they set in the levers. Check the strands at the ends to see if any are broke. Setting the bar levers which have no locating pins nor internal wiring loose enough to pivot around the bar during a tip-over rather than snap off could be a trip saver. Do not fear taking a few wraps of duct tape around critical bolts&nuts just because it looks bad. Losing a bolt that one has caught loose and re-tightened for lack of duct tape in case it loosens again makes one feel stoopit.
Motorcycles have been making mechanics out of riders since 1902. Its a learning curve that has to be experienced over time/miles. Don't expect too much out of yourself at first. I didn't know it all when I started out either. Maintaining a sense of humor/adventure has been the most important tool/trait than anything else over the years. If you can smile/laugh when you are in the dark, cold, wet, tired, hungry, thirsty, bug bit while covered in dirt, oily grime and smell real bad to yourownself with a few real aches/pains dripping blood; then you pretty much have what it takes to be a biker for the long run. If your co-rider can do the same, consider yourself to have reached nirvana.
fran