The One Question That Transforms Product Leadership

Hosted by Diana Stepner

In this video

What you'll learn

Master the Art of Asking Powerful Questions

Learn to craft open-ended questions that drive clarity, insight, and better decision-making in your team.

Shift from Problem-Solving to Empowering Teams

Develop a coaching mindset to help your team think critically, own decisions, and grow in confidence.

Apply Coaching Conversations to Product Strategy

Use coaching techniques to align stakeholders, foster innovation, and navigate complex product challenges.

Why this topic matters

Many product leaders get stuck in execution mode - always solving problems, making decisions, and driving outcomes. What if, instead of always having the answers, you asked the right questions? In this Lightning Lesson, you'll learn how to use "powerful coaching questions" to unlock better decision-making and elevate your leadership impact.

You'll learn from

Diana Stepner

VP of Product @ Pearson, SimplePractice, Monster | ACC, Product Leadership Coach

Diana is a Silicon Valley native who believes in the power of putting people first. For over 20 years, Diana built and led global product teams - discovering launching people is even more rewarding than launching products. This awareness led her to focus on coaching, combining extensive product leadership experience with a human-centered approach to help ambitious product leaders unlock their full potential.


Diana's background includes leading teams in startups (E.piphany, Cheapflights - bought by Kayak, and SimplePractice), enterprise organizations (Salesforce, Monster, Pearson), digital agencies (Razorfish, part of Publicis) and software consulting (Epsilon, E.piphany). She also has a MIMS from UC Berkeley and an MBA from Boston University.

Previously at

Simple Practicer
Chan Zuckerberg Initiative
Pearson Higher Ed US
Monster
Salesforce
See all products from Diana

Go deeper with a course

Coaching Mindset for Product Leaders
Diana Stepner
View syllabus