Remember that $241 million figure is not spend entirely on homeless. $122 million of it is spent on supportive housing which is not for the homeless. Granted those people, without supportive housing, may become homeless but that's simply not how they're counted.

Also remember the rest of that money is split among a ton of groups and organizations within San Francisco all of which have an inability to track their own results or even collaborate effectively. If that money was spent more effectively and could prove what it tried that worked and what didn't work I bet it would make a huge impact.