Homeless services have probably gotten better in the last 10 years (I assume) while homelessness has gotten much worse. I assume the underlying issue isn’t the services but rather something else. My guess is housing has become too expensive.
Because it has endless strings, hoops, paperwork, and relinquishing freedom attached to it that no one in their right mind would go through or agree with, let alone people who are homeless and barely have the capacity to wake up in the morning.
For some yes, but I'm specifically talking about the cohort who choose that lifestyle and wouldn't take housing no matter what. They prefer to live in a tent in the hillside, with not a shred of responsibility or authority telling them what to do. Many use substances. Our modern society has largely given them the Ok to live this lifestyle with minimal friction, and so they will continue to live it because it's what they desire to do.
My understanding is that around 60-70% of the homeless in SF used to have a home/work and wish to be productive members of society but have fallen on hard times for one reason or another. So 30-40% are in the "wouldn't take the housing if you gave it to them" group.
Housing has gotten more expensive and there's been a huge wave of immigration to the region. I've lived here 35 years, the resistance from single family homeowners on any push to improve is staggering.