My hands were still cold from the December air, but nothing froze me more than the sight of my mother, Eleanor, slumped against a filthy wall on the Upper East Side, her head resting on the shoulder of a homeless young man.

I had just walked out of a meeting that put four million dollars in my company’s pocket. I was Thomas Reynolds, 42, a man who thought success was measured in zeroes. My net worth hovered around five million. I wore a suit that cost more than most people’s monthly rent, and my watch could have paid for a car. But at that moment, none of it mattered.