Docteric,
Thanks for your honest sharing.  My response here is only based upon my personal efforts to be prepared.  I don't intend to lecture to others, but I want to embed preparedness into myself.  In other words, when I write about preparedness (is this a word?) its only for self improvement and conditioning.
I've learned two primary things: 1) My style of climbing concludes at dusk, so I must always have a source of lighting.  I carry two to counter Murphy's Law.  2) A fanny pack can carry all of my "emergency" needs.
For lighting, I purchase the ~$9 LED headlights at Walmart.  My favorite is the Ever Ready version, but it just graduated to the $12 mark at Walmart.  My back-up lighting is a LED pen light for ~$5.  My objective is to carry it at all times.  It's helpful on the backside of PC's in the daytime.
My fanny pack carries a second set of glasses, first-aid, a knife, a cell phone and a whistle.   Soon it will contain an emergency poncho.
I must have this fanny pack stocked and on to climb (hint: self coaching here) even for my front yard.
I climbed yesterday without if for the first time time in months.  I was climbing with my 13 year old son at the family farm with others milling around.  With a whip of the rope, my glasses tumbled to the ground, where my son was there to assist.  I was descending on a BH, so there was no problem.  It simply confirmed that I have to wear my stocked fanny pack.
Regards,
JimK
Keep FIT - Fun in Trees