This is a tax bill, using cost-per-resident is not disingenuous.
It is is you're trying to compare the effectiveness of spending money ("If homelessness was just a question of money, this issue would already be solved.") The relevant compare is cost-per-homeless-resident. We actually trail cited cities on that. How is Stripe's argument not misleading?
But SF has one of the highest homeless rates in the nation. It's spend per homeless resident that is the relevant comparison.
So how do we do on that? As others have noted, we actually spend less per homeless resident than NYC. You would never get that from reading this! All you see is NYC: $260, SF: $770. Totally misleading! It comes across as disingenuous to me because, clearly, Stripe must know this.