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Turning Stumbling Blocks into Leadership Breakthroughs

Barbara May is a leadership keynote speaker and communication expert who helps leaders face hard moments, build stronger teams, and lead with confidence.

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“Sometimes we get stuck in the things that trip us up, our stumbling blocks, and this was a great opportunity to hear that somebody else has experienced those issues too.” 

Shawna Miller, President, Grande Prairie & District Chamber of Commerce

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Speaking & Training

Keynote Speaking

Fun, informative, and highly interactive, Barbara’s keynotes give audiences a fresh perspective on the stumbling blocks that hold them back. With humor, energy, and hard-won wisdom, she shows how to bounce back from mistakes, face conflict with clarity, and turn everyday struggles into building blocks for growth. Learn More

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Team Building Seminars

The Stumbling Blocks Challenge creates space for teams to name what’s getting in the way—and move through it together. With blocks in their hands and real conversation at the table, teams learn how to communicate more clearly, trust each other more deeply, and collaborate more effectively. Discover Team Building

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Leadership Training
Through the Stumbling Blocks Leadership Breakthrough, Barbara guides leaders through a three-step journey:

  1. Unlock the Power to Communicate

  2. Lead with Confidence

  3. Build High-Performing Teams

Practical, accessible, and rooted in lived experience, these programs give leaders the tools to guide their teams through challenges with confidence and care.
Explore Leadership Training

“Barbara presented to our department at a time of significant change. Her sessions helped get conversations started about the impacts of change in a way that was fun, engaging and accessible to all who attended.” 

John Younk, Director, Strategic Planning Ancillary Services, University of Alberta

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​Who Barbara Works With

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Barbara works with leaders and teams who are ready to face the real stuff—the tension, the silence, the pressure behind the scenes—and use it as a starting point for something better.

 

She's a good fit for:

  • Executives and senior leaders navigating growth, change, or team challenges

  • HR professionals and L&D teams looking for leadership development that’s real, relatable, and practical

  • Managers and frontline supervisors who want tools to lead through the daily pressure—not just ideas on a slide

  • Conference and event organizers who want a keynote that gets people thinking, laughing, and shifting how they show up

 

If your people are burned out, stuck in patterns, or just need a reset—Barbara will start there.

Barbara May is an engaging speaker who effortlessly adapted her material on the fly to suit our specific needs, providing insightful feedback tailored to our office and managers. In a group that is hard to impress, we were all genuinely impressed by her expertise and delivery.

Fay Eagles, Operations Manager, Avison Young

Watch Barbara in Action 

“I want to thank you again for the great day! Our team continued conversations around points discussed throughout the evening. I even heard, 'Now, that’s a stumbling block.'”

Carrie Scammell, Team Lead, Alberta Pacific Forest Industries Inc.

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Let’s Start with the Stumbling Blocks

You don’t need to have it all figured out.
You just need a place to start.

Let’s talk about what’s getting in the way—and how to move through it.

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Book a free discovery call.

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