Transformative Leadership Conversations with Winnie da Silva

Transformative Leadership Conversations with Winnie da Silva


Latest Episodes

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.

Aligning Founder Vision to Business Strategy with Stephanie Unwin
March 19, 2025

In this episode of Transformative Leadership Conversations, I sit down with Stephanie Unwin, a seasoned executive and business leader, to explore how prioritizing strategic thinking not only makes you a stronger leader, but also helps you steer your compa

Working Successfully with Founders with Winnie da Silva
March 12, 2025

In this episode of Transformative Leadership Conversations, I dive into what makes founders tick, the challenges they face, and how you can be a strategic partner in their success.

Neglected Leadership Characteristic #3: Courage in the Face of Fear with Winnie da Silva
February 26, 2025

In this episode of Transformative Leadership Conversations, I explore the often-overlooked power of fear in leadership.