In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Angelo D’Amico, a CEO leading a multimillion-dollar manufacturing company.

Angelo brings a rare combination of real-world executive experience and deep thinking, shaped by his background in economics and philosophy. Instead of offering surface-level leadership advice, he challenges the way we think about ambition, pressure, and what success actually costs behind the scenes.

This conversation goes beyond the highlight reel of business success and gets into the realities leaders face every day—decisions, trade-offs, and the internal battles that don’t get talked about enough.

From navigating high-stakes environments to questioning conventional definitions of success, Angelo offers a thoughtful and honest perspective for anyone building, leading, or striving for more.

We explore:

The hidden cost of ambition and success

How leaders navigate pressure in real business environments

Why success isn’t always what it looks like from the outside

The role of values in decision-making at the highest levels

How philosophy and economics shape better leadership thinking

Why there are no easy answers in leadership—only better questions

The importance of honest conversations in business and life

Rethinking what it means to build a meaningful career

Angelo’s perspective is a powerful reminder that leadership isn’t about having all the answers—it’s about being willing to ask better questions, think deeper, and lead with intention in a complex world.

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