There are people that choose to be homeless but there are countries where you have the right not to be homeless. In the country I live in (in central Europe) you can literally go to a facility that will give you a place to sleep and some food.

Also, to become homeless as a person that once worked is not that easy, you would have to deny multiple job offers (the state will go job hunting for you and present you with a few options). During that time you would still get unemployment money.

Finland

I currently live in Australia where with a 2 year trade cert your minimum wage goes up from $16 to $28, and I receive a fortnightly payment from the government that has just gone up to $917 with rent assistance while I'm looking for work, my only obligations are regular meetings with an employment services provider and recorded proof that I'm applying for 20 appropriate jobs a month. For comparison a full time job here can be expected to pay a minimum of about 52k a year.

While unemployed I also receive concession on public health services, discounts for pharmaceuticals, and various other social services.

Once I start work I can continue claiming payments up to the value of $1000 to assist with transitional costs, as well as being provided a stipend for new uniforms or equipment costs.