Madelyn Sierra

Helping Leaders and Organizations Achieve Transformational Growth

I’m an executive coach and leadership consultant with a global practice. Over the past 20 years, I’ve worked with organizations including Fortune 100 companies, professional service firms, private equity-owned businesses, non-profits, tech, pharma, and educational institutions—alongside the individual leaders who drive their success.

As a Harvard Business School graduate with deep expertise in coaching and organizational development, I specialize in helping leaders like you:

• Define and execute an authentic leadership style.

• Align your goals with measurable business results.

• Navigate complex challenges with confidence and clarity.

My Approach


Warm yet direct, I create a space where leaders and teams can pause, reflect, and gain clarity. I combine this with practical, actionable strategies to help you overcome challenges and drive meaningful transformation—whether that’s as an individual leader or as part of a team working toward organizational success.

I believe leadership isn’t just about achieving outcomes; it’s about aligning your values, vision, and actions to lead with authenticity and impact.

Who I Work With

• Individual Leaders looking to elevate their performance, navigate high-stakes decisions, and lead authentically.

• Organizations seeking to cultivate leadership capacity, improve team alignment, and achieve sustainable growth.

About Me

I grew up in the Midwest, the daughter of Cuban immigrants, and had 16 years of Catholic education (which may explain my wicked sense of humor). I live in NYC and when I’m not coaching or facilitating, you might find me at the theater or cooking for friends.

Ready to Get Started?

Whether you’re an individual leader or an organization committed to transformation, I’m here to help you take the next step. Let’s work together to create the clarity, confidence, and strategies you need to thrive.