What Is Enough? Tiffany Chen on Walking Away From the Dream Job

At 21, Tiffany Chen turned down a six figure Wall Street offer on the spot, with no plan for what came next. Six years later, deep inside a fast moving AI startup that looked perfect on paper, she found herself asking the same quiet question: what are we all actually doing here?In this Soul Sessions, Tiffany walks Damon through two leaps of faith that shaped her life and the inner compass that made both possible. They get into the golden handcuffs that keep high performers stuck, the immigrant household where security came first, the role her Christian faith plays as a compass, and the ten year journaling practice she uses to check in with herself every six months.This is a conversation about the difference between climbing a ladder and choosing your own direction, and about answering the one question most people in privileged positions never stop to ask: how much is enough?No bow on the end. Just an honest look at what it costs to bet on yourself.