askchapo

I'm gonna approach this question a different way and assume a situation where you're living out of a car or on someone's couch. A kind of basic kit for stuff that isn't a revolving good like food or hygiene products.

1. Basic, versatile wardrobe from thrift stores. Try to find high quality brands. If you're in a mixed climate this will be more expensive and you have to think in terms of layers. For places without much seasonal change, you can afford more variety. You can buy new for socks and underwear.
2. Comfortable footwear that will protect you from water. Walking will be your main mode of transport.
3. Tools like a knife, flashlight, a small mess kit (spoon, fork, cup/bowl). Reusable water container that's easy to clean. Sewing kit.
4. Something that will keep you dry when spending extended periods in the rain. Probably a poncho over an umbrella. Something that fits over your body and pack.
5. Accessories like a hat and sunglasses for spending time in the sun. Throw in a couple bandanas.
6. A basic pre-paid phone that can do wifi calling and can run a web browser. A small notebook with blue and black pens. A sharpie.
7. Build a first-aid kit from scratch to maximize space/weight
8. A good bag to carry it all in, something that won't hurt your shoulders
9. Small grooming kit (comb, brush, scissors, mirror, nail clippers, file)

All this isn't completely necessary if you scrounge and scavenge a little more. You can leave out the mess kit and just take free silverware packs. Hotels usually have free note pads and pens. Churches and shelters may give out some grooming stuff and clothing.