EP 144: The Courage to Lead When It’s Uncomfortable with Amy L. Riley

Courage isn’t about being fearless.It’s about choosing what matters more than fear.In this powerful episode of Look What She Built, Jaime sits down with Amy L. Riley, internationally renowned speaker, leadership consultant, and author of the #1 international bestseller The Courage of a Leader.Together, they unpack what courageous leadership really looks like in practice, especially in moments of discomfort, doubt, and uncertainty. From giving hard feedback to stepping into leadership without having all the answers, Amy shares what separates leaders who inspire trust from those who unintentionally erode it.This conversation is a reminder that leadership isn’t about titles, perfection, or confidence without fear. It’s about conviction, clarity, and the willingness to go first even when it’s uncomfortable.If you’ve ever felt fear, imposter syndrome, or hesitation before speaking up, making a bold decision, or leading change, this episode is for you.In This Episode, We Cover:Why courage is not the absence of fear (and what it actually is)The defining moments where great leaders choose conviction over comfortHow leaders unintentionally erode trust by telling instead of askingWhy asking better questions builds engagement, ownership, and loyaltyWhat it means to declare your leadership legacy and live into it dailyThe difference between working in the business vs. on the businessWhy leadership is evolving and must honor the whole human, not just performanceHow courageous leadership creates long-term impact, not just short-term resultsLearn More:Courage Of A LeaderAmy's LinkedIn