BTW, in D, you've got Immodium listed twice.
A: That is a typo error, thanks, I will correct that.

Um, is there a reason you're going with a shoulder bag, sling, and backpack, vs. just everything in 1 backpack?
A: Transporting and storing my BoB onboard boat makes a backpack less than ideal. I preferred the ALICE pack for a projected short Bug Out (10days) but this arrangement will facilitate both the onboard storage issue and allow greater flexibility for a much longer projected trip.

In your Israeli bag, you have listed "medicine bag." How's that different than what's hanging on your shoulder sling?
A: It is in the Native American tradition.

Do you have any way to help keep your stuff? Figure if you're walking home several hundred miles...
A: I have knives and my wits....it won't take me long to obtain a real weapon, and food, and water, a bicycle perhaps,,,,I have many unadvertised talents.
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QMC, USCG (Ret)
The best luck is what you make yourself!