The first mountain is about self; the second is about others
Brooks describes a common life arc: in youth and early adulthood, we climb a 'first mountain' defined by individual achievement — building a career, a reputation, financial security, personal happiness — and our culture treats reaching the summit of this mountain as the definition of a life well-lived.
The trouble, he argues, is that many people reach that summit and feel a strange letdown rather than the promised satisfaction, because the first mountain was always oriented around the self, and a self-oriented achievement, once attained, doesn't automatically produce meaning — it produces only the next ambition. Some people respond to this letdown by climbing yet another first-mountain-style peak, chasing the same kind of achievement in a new arena, and getting the same hollow result.
The alternative Brooks proposes is a second mountain, reached often through suffering, failure, or loss that cracks open the first mountain's assumptions, oriented not around what you can get but around what you can give and commit to. A life can be perfectly successful by first-mountain standards and still feel empty — that emptiness is information, not a personal failing.