idk who needs to hear this but YES, IT'S OK TO GIVE MONEY DIRECTLY TO HOMELESS PEOPLE!!!
I've done A LOT of presentations about homelessness & this is the #1 question that I've been asked.

"What should I do when someone asks for money?"

My answer? If you have the means, redistribute your wealth. Homeless people know best how to use the $ to meet their needs.
Homeless people know best. Not the government, not a nonprofit, not you or me.

It is hella paternalistic for us to decide what someone (who may be a complete stranger!) needs to survive.

The best thing is giving someone the opportunity to make decisions about their own life.
You can follow @samklew.
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