Transformative Leadership Conversations with Winnie da Silva

Should I stay or should I go? How long is too long to wait for that next promotion, bigger opportunity, or the recognition I've been working toward? It's a question I'm hearing more and more from my clients, especially as the job market gets tougher and the decision to leave a company isn't so straightforward. In this episode, I'm digging into the growing issue of mid-career stagnation, sharing what I'm seeing with clients who are weighing loyalty against new opportunities, why staying isn't ne

Are you really owning your job, or just getting through it? In this episode, I’m thinking about what it actually means to take ownership of your work when you’re not the owner. I’m talking about accountability, curiosity, emotional intelligence, resilience - and how those qualities can help me move through the barriers, complexity, and frustration that come with work. Resources Want to Set Yourself Apart? Own Your Job Winnie da Silva on LinkedIn | On the Web | Substack | YouTube | Email - win

Welcome to Season Seven! Do you like tiny experiments? That's what's happening this season on Transformative Leadership Conversations. Winnie da Silva is going to be sharing short weekly episodes called Winnie Unscripted tackling all things leadership, from what's in the news, to new insights and ideas from client work to questions for experts and leaders in the community. There will also be a monthly full-length interview with a leading expert sharing their thoughts and experiences. Want to

“The moments that stretch us most as leaders often become the moments that transform us most — if we are willing to engage them intentionally.” - Winne da Silva Growth sounds inspiring until it asks you to let go of the habits, mindsets, and approaches that got you where you are today. So what happens when your greatest strengths start becoming your biggest limitations? And how do you continue evolving as a leader in a world that's changing faster than ever before? In this final episode of Sea

"Transformation of any kind is rarely one insight, one coaching session, one workshop, or one conversation.” - Winnie da Silva Leadership challenges are rarely just about what’s happening on the surface. The issue that keeps resurfacing, the team dynamic that won’t improve, or the frustration you can’t seem to solve may actually be driven by something much deeper. In this episode, I share three real client stories from my executive coaching, leadership development, and team effectiveness work

“Trust doesn’t just magically happen or appear. It’s built through deliberate action and honest conversations.” - Winnie da Silva Trust impacts everything at work - communication, collaboration, influence, decision-making, and team culture. But most leaders still treat it like something that naturally develops over time instead of something that needs real intention and strategy. In this episode, I’m unpacking how trust actually gets built, why it breaks down so easily, and the practical framew