Speaking
Better questions change the way we lead.
Sheila Greene brings honest leadership conversations to teams, conferences, panels, and events—creating space for people to think differently, lead courageously, and turn insight into action.
Leadership rarely comes with a clean script. The most useful conversations are often the ones that challenge familiar assumptions, make room for honest reflection, and give people something practical to carry forward.

The Conversation
Practical enough to use. Honest enough to matter.
Sheila’s approach is thoughtful, direct, and grounded in real leadership experience. She does not arrive with perfect answers or performative motivation. She asks better questions, shares what she is still learning, and helps people see the choices, habits, and systems shaping the way they lead.
Every conversation should leave people with more than inspiration. It should give them language they can use, questions they can ask, and one clear step they can take next.
Speaking Topics
Conversations leadership actually requires.
Ask Better Questions
How curiosity, reflection, and stronger questions help leaders make better decisions.
Lead with Courage
What it means to act with clarity when the answer is not obvious and the stakes are real.
AI & Innovation
How leaders can use emerging technology thoughtfully while keeping people, judgment, and purpose at the center.
Women in Leadership
Honest conversations about confidence, influence, growth, and creating space for other women to lead.
Culture & Trust
Why consistency, accountability, and everyday leadership choices shape the culture people actually experience.
Breaking Barriers
Moving beyond the assumptions, habits, and systems that keep people and organizations from growing.
Ways to Engage
Designed for the room and the moment.
Keynotes
Thoughtful, practical leadership conversations designed to challenge assumptions and leave audiences with a clear takeaway.
Workshops
Interactive sessions that help teams explore better questions, practical tools, and the leadership habits behind meaningful change.
Panels & Conversations
Honest, engaging dialogue about leadership, innovation, women in leadership, culture, courage, and growth.
Who It’s For
For people willing to think, grow, and lead differently.
Breaking Barriers conversations are designed for executives, managers, emerging leaders, women in leadership, entrepreneurs, teams navigating change, and people who want leadership to feel more human and more useful.
Whether the setting is a conference, company gathering, panel, workshop, or leadership conversation, the goal remains the same: help people ask better questions, lead with greater courage, and leave with something practical they can use.
Meet Sheila
Leadership lessons shaped by real work and real life.
Sheila Greene is a CEO and experienced leader, and the founder and voice behind Breaking Barriers with Sheila. She is an advocate for practical, human-centered leadership built on clarity, support, and accountability, and she is genuinely curious about how AI and good tools can serve people rather than replace judgment. She also loves helping women grow into what they are capable of.
Bring Breaking Barriers to Your Audience
Let’s start with a better conversation.
If you are planning a conference, leadership gathering, panel, workshop, or team event, Sheila would love to learn more about the audience, the moment, and the conversation you want to create.
Speaking inquiries are handled through the Breaking Barriers contact page.
“Leadership is not about having all the answers. It is about creating environments where people feel safe enough to ask better questions, courageous enough to grow, and confident enough to lead.”
Keep breaking barriers.
— Sheila Greene
