Transformative Leadership Conversations with Winnie da Silva

Transformative Leadership Conversations with Winnie da Silva


Latest Episodes

Coaching Teens into Leadership with Lorraine Connell
June 25, 2025

In this episode, I sit down with Lorraine Connell, former chemistry teacher turned teen leadership coach and founder of Peers Not Fears.

Teens Take on Leadership with Winnie da Silva
June 18, 2025

Could the clearest vision for future leadership come not from boardrooms, but from high school classrooms?

Next-Gen Views on Leadership with Winnie da Silva
June 11, 2025

In this episode of Transformative Leadership Conversations, I talk about how our next generation of leaders - specifically Gen Z - is reshaping what leadership looks like from the ground up.

Listening as a Leadership Strategy with James Misner
May 28, 2025

In this conversation of Transformative Leadership Conversations, I speak with James Misner — a leader, storyteller, and deep thinker who challenges how we show up for others, especially those on the margins.

Power, Dignity, and Crisis Leadership with Rebecca Vander Meulen
May 21, 2025

In this episode of Transformative Leadership Conversations, I speak with Rebecca Vander Meulen, Executive Director of the J.C. Flowers Foundation.

Leadership Beyond Profit
May 14, 2025

In this episode of Transformative Leadership Conversations, I explore stepping beyond the walls of traditional leadership and into the world where return isn’t measured in revenue, but in real human impact.

Smash the Wealth Gap with Jean Chatzky
April 30, 2025

In this episode of Transformative Leadership Conversations, I’m joined by Jean Chatzky — financial journalist, bestselling author, and CEO of HerMoney.

The Money Mindset Shift with Gini Dietrich
April 23, 2025

In this episode of Transformative Leadership Conversations, I’m chatting with Gini Dietrich, a seasoned PR pro and the founder of Spinsucks.

Rewriting Your Money Story with Winnie da Silva
April 16, 2025

In this solo episode, I’m sharing something personal: my own journey around money, self-worth, and what it’s taken for me to finally feel comfortable asking for what I deserve.

Dream Big, Iterate Fast with Medha Agarwal
March 26, 2025

In this episode, I sit down with Medha Agarwal, General Partner at Defy, to talk about the unique challenges founders face—especially women—when pitching their startups, securing funding, and leading through growth.