Breaking Barriers
WITH SHEILA
Ask Better Questions. Lead with Courage. Keep Breaking Barriers.
Practical wisdom and real encouragement for leaders ready to challenge the status quo, grow with courage, and break through what’s holding them back.
Why Breaking Barriers?
Leadership isn’t about having all the answers. It’s about creating environments where people feel safe enough to ask better questions, courageous enough to grow, and confident enough to lead.
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There’s more than one way to grow.
Listen. Read. Reflect. Find what meets you where you are.
Episode 9: Karry Canfield — A New Beginning
After surviving domestic violence and homelessness, Karry shares how Entryway’s training, mentorship, housing support, and community helped her rebuild and begin a career in property management.
One Open Door Can Change Everything
Karry’s story is a reminder that access, support, and one open door can help a woman rebuild stability, confidence, and a career.
The Work We Shouldn’t Have to Do Alone
A conversation with Wendy reminded me how much women can have in common, and how much we can do together to make the path easier for Lakelyn’s generation.
Hi, I’m Sheila.
I created Breaking Barriers to have the honest conversations about leadership we don’t have often enough — about asking better questions, leading with courage, learning out loud, and growing through the hard parts.
This is where I share what I’m learning, what I’m questioning, and the lessons I wish someone had shared with me along the way.
Bring Breaking Barriers to your stage.
Keynotes and workshops on leadership, AI & innovation, women in leadership, culture, and better questions — for teams, conferences, and events.