In this episode of Wisdom in Wealth, Stephanie sits down with Angela Gillespie, Managing Director at TMG, for a candid, thoughtful conversation on leadership, communication, and the lessons you only learn by living them.

Angela shares her unconventional career journey — from speech and debate and PR to healthcare leadership, executive coaching, and stepping into high-pressure CEO and consultant roles across industries. Stephanie and Angela unpack what it really means to lead through complexity, earn trust under pressure, and build strong, human-centered teams.

This conversation dives into the realities of career pivots, imposter syndrome, and why failure isn’t something to fear — but a critical part of growth. Angela offers practical wisdom for young professionals and seasoned leaders alike, emphasizing the power of curiosity, preparation, emotional intelligence, and genuine connection in building long-term success.

Keep up with Angela on LinkedIn: https://www.linkedin.com/in/angelagillespieaz/