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Some ideas to Add:
some interesting/inspiring literature on a pamphlet or two, perhaps some Knut Hamsun
An emergency blanket (bulk buy from China) or even better, those cheap car window reflectors (make perfect ground protection or blankets)
Some butter sachets, steal them from cafes if you don’t want to make your own
If you wanted to go nuts, a plastic or aluminium spork
A cheap cured ham/salami is good
As is some cured fish or a tin of mackerel/some other oily fish (fat is much more condensed energy, hard to come by for homeless dudes and really healthy)
Bulk buy tweezers from china
Repackage items into one big ziplock with smaller ziplocks: smaller, lightweight, packable, less waste and that way you don’t have to give a homeless man 60 ear swabs
If you’re feeling generous, reinforce the edges of the main ziplock with tape and it will last forever and keep things dry in his bag
Bulk buy little LED lights from China (the kind children get as party favours, just to help the homeless guy look through his stuff at night, not walk through the woods or anything)
