Nice link Michel, but I have a few comments on is, since I have spent so much time homeless.
10. Sleeping Bag
Down, absolutely, but I agree 2 fiber bags can be be double bag effectively, but very bulky and one has to be able to travel light.
9. Matting
Forget the sleeping pad, unless you have one. Large sheets of cardboard is readily available at the dumpsters behind many commercial buildings, especially appliance stores and bedding stores. So, that one could find cardboard to sleep on every night, and it works better than the best sleeping pads, but it does get soggy in the wet. Large boxes can also be used for an insulated living space in the cold.
8. Backpacks.
The smaller and the lighter the better, but not a cheap one if you can help it. DO NOT ever leave your gear unattended, no matter how well you think you have it stashed, because it will be ripped off. However, locking your gear up at a train or bus depot locker system is a good idea, but it cost money that you may not have.
7. Toiletries
Don't bother to spend any money on toiletries, because it is free at most homeless shelters, food banks and free kitchens. In fact at many of these places one can get backpacks, sleeping bags, tents, clothing and winter ware for free.
6. Useful Items
a) a small sewing kit or just needle and thread, yes.
b) a couple of pens or pencils and a note book, yes.
c) both types of can opener, or one that opens all cans, yes.
d) a small a pair of scissors, yes
e) forget the box of matches, because they get wet, but a lighter is a definite yes, but they are easily found in parking lots, so is spare change, so checking parking lots on a regular basis can make all of the difference in improving your survival chances.
5. Clothes
minimum clothing, which can be layered, but looks good, because you want to be below the radar, which means DO NOT look homeless, which also means cut your hair and shave regularly. Have both wool and cotton socks, which you can layer for warmth. And, if you have cotton sox under wool socks then the wool socket will not get stinky so frequently, and if you are homeless, then you are likely to be walking a lot and wearing wool socks will cushion the pavement so that you will not tire so quickly.
4. Headwear
baseball cap for warm weather and a good warm ski knit hat for cold weather, yes.
3. Shoes
a good quality pair of shoes, hiking or work boots, in the winter and light foot ware/sandals for warm weather.
2. Bags
Plastic bags are cheap rain gear to cover yourself and your gear.
1. Miscellaneous extras
You will absolutely need a flash light, but make it an LED head lamp. They are light and the batteries last for months, and homeless shelters and food banks will often give you batteries for free. But, be mindful that it is a beacon that will broadcast your presence, and you will be likely trying to be below the radar, especially when you are sleeping.
A free priority mailing envelope is a good idea to keep important papers in to keep them from getting ruined. And wrap it in a plastic bag to keep it from getting wet.
Note:
Never sleep behind a dumpster, because the garbage truck comes early and could put the dumpster down on top of you.
Sleeping under a tree or behind a bush works great, especially if the bush or tree is next to a building and you can sleep dry and anonymously under the eves, and behind a tree or bush, as long as you are not under a window.