On October 16, 2016, Mickey Z. started walking the streets of New York City with food, supplies, and gift cards to hand to homeless women. He noticed something first: homeless men will often walk right up and ask for a dollar, while women, already pushed to the margins, tend to sit quietly with a sign and wait. Those women became his teachers. They told him what they needed, what size to buy, what actually helped. Nearly ten years later, Cheerful Giver NYC has grown into a seven days a week mission serving anyone who asks, and Mickey has stopped calling it a project. He calls it a calling.

This one got personal for Nicole. She admits on air that she used to be braver, that she once struck up a conversation with a homeless woman in Chicago about the book she was reading, and that somewhere along the way she lost the entry point. So instead o ...