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Empowering emerging leaders to show up with confidence and build human-centered cultures.

I help you create a place that people actually want to work.

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Jenn believes the world needs better leaders

If you need a keynote speaker, trainer, or emcee that can inspire and transform your audience, look no further!

About Jenn

Jenn believes the world needs better leaders. Why?


Too many leaders use the tools of the traditional leadership past that disengage and disconnect us from each other. In the era of the Great Resignation, It’s time to drop the authoritative, “I’m perfect with no flaws and do as I say not as I do,” leadership style that was favored in the past and become leaders that are open, transparent, and care about their people not just as a means to an end, but as a valuable part of their organization.

We spend the majority of life at work and you know what, it doesn’t have to be awful. Work can be fun, supportive, and engaging. Work can help us grow, develop, and create meaning in our lives. We don’t have to live the rest of our lives concerned about the “Sunday scaries.” However, the only way this can happen is with better leaders.

As a Motivational Keynote Speaker and Professional Leadership & Confidence Coach, Jenn has made it her mission to help leaders at all levels embrace an authentic, human-centered approach to motivating and managing teams to create a culture and workplace people actually want to come to.

Jenn has earned an MBA from the University of Wisconsin-Madison and obtained her coaching certification through iPEC, the Institute for Professional Excellence in Coaching, and has also been featured in numerous publications including Fast Company, Bustle, Health, Forbes, and Inc., but that’s not the point. The point is that audiences want a speaker that can connect with them, relate to them, and also empower them to see a different way, and that is what Jenn does.

Jenn’s playful and humorous speaking style instantly engages attendees, whether they are in the same room or on a screen somewhere across the globe. If you need a keynote speaker that can inspire and transform your audience, look no further!

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We spend the majority of life at work and you know what, it doesn’t have to be awful.

Jenn's Talks

Developing Authentic Leaders: People Want to Work For Humans, Not Robots

Most of us don’t want to show up at work to be robots and we certainly don’t want to work for a robot. We are spending more time at work than ever before, and it’s time to create a place that feels like home. Where leaders communicate openly and value each other for who they are and the strengths that they bring to the organization. The challenge is that we were conditioned to believe that “if I show up as my real self at work people won’t respect me, listen to me, or even like me. And that could not be further from the truth. The world needs better leaders and they need you to show up exactly as you are!


This talk focuses on three things:

  • Explain what it means to be an authentic leader

  • Apply the BE REAL framework to leading authentically

  • Create a culture of authenticity


Overcoming Imposter Syndrome and Unlocking Your Inner Confidence

Whether you’re an emerging leader or a tenured one, you may struggle from feeling like a fraud or believing you’re not meant to be where you are and that you only got there through some sort of luck or chance. The problem is that when we believe that we’re not deserving, we struggle to make decisions, solve problems, and may even avoid giving essential feedback because we’re not confident in ourselves.


In this talk Jenn will help you:


  • Get clear on the thoughts draining your confidence

  • Apply a framework to be more intentional and controlled in any situation

  • Create a strategy to overcome the greatest threats to your confidence

  • Improve your ability to manage the unknown and make decisions with confidence

Creating Connected Human-centered Cultures

Do you want to work in a culture that values your strengths and contributions? A culture where you feel seen, heard, and feel that you matter? Of course you do! And that is what all of us want. But yet if that’s what people want, why don’t organizations and leaders show up in that way today? Well, it’s because of bad programming.


The programming of traditional leadership’s past. In this talk Jenn will help you:


  • Understand the key mistakes that leaders make that prevent connection and building deeper relationships

  • Apply a cultural mindset that helps bond individuals to whether uncertainty with trust, love, and connection

  • Develop a communication technique to create deeper team connections



“Jenn is a fantastic facilitator, her comfort level and energy is underpinned with high intelligence and genuine care for her attendees, allowing her to quickly gain the support and comfort level of our team, creating the ideal environment for learning.”

Gary Bidelman

Regional Manager

Battlefield Equipment Rentals

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“I have worked with Jenn on multiple occasions and I can confidently say that she is the glue that has made our events AMAZING every time. Jenn brings energy, life, and passion to each conversation. You can count on her to perfectly pair humor and deep, meaningful conversation in everything she does. If you are looking for a great speaker, look no further than Jenn! She has the energy of a Peloton instructor.”  

Hannah Annalora

“Jenn DeWall our presenter delivered the webinar with warmth, domain expertise, enthusiasm and most of all humility. She really connected and that's what I loved the most.”

"Jenn is natural, humble, comfortable in her skin and..... Authentic"

"Great advice about keeping it real and being true to yourself as a key quality of leadership, also working with the mindset of servant based leadership. Topped off by a wonderful poem and some great singing? Great way to start off my day! Loved it!"

"I love Jenn, she is really engaging with great material
I loved the energy and enthusiasm that Jenn brought to the presentation, and the visual aids were excellent."

“A cup of coffee in human form.”

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Email: hello@jenndewall.com

Phone: 608-206-3464

Book Jenn for your next event.

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