
Storytelling School
One significant change in business and the world-at-large in the past couple of decades is the rise of the storyteller. Join International Speaking Strategist and Detective of Story Kymberlee Weil each week as she, along with her notable guests, take you behind the curtain to explore the world of first person high stakes storytelling. Each episode is designed to give you tools, techniques and tactics that you can put to use immediately. If you’re ready to be seen, up your speaking game, increase your confidence, grow your audience and expand your influence, you’ve come to the right place. Welcome.
Latest episodes

Jun 7, 2024 • 12min
How to Turn Questions into Storytelling Opportunities: The Handshake Technique
“Kymberlee, how are you always able to take questions and turn them into storytelling opportunities?” That’s the question my client Claire asks me as we’re getting her ready for a big keynote presentation. As I’m quickly thinking about how to answer her, I realize that I mostly do it unconsciously. Yet I know that’s not really a helpful answer, so I replay in my mind the times I’ve recently turned a question into a story. Then it hits me: I’ve been building bridges from questions asked to times in my life that are in some way related to the questions… during handshake moments. So I explain my thought process to Claire who, during our next coaching sessions, reports that she’s been binging on my technique to great fun and success. She feels like every time she turns a question into a storytelling opportunity, her connection with that other person goes deeper faster. In this installment of the “Storytelling 7 Series” on the Storytelling School Podcast, you’ll learn about how you can turn questions into storytelling opportunities, too. I’ll also answer questions like: How can you understand the concept of a handshake as it relates to questions and storytelling? What practical tips can help you improve your storytelling skills with the Handshake Technique? And how do you make your story responses more engaging and relatable using this technique? What you will learn in this episode: How to connect questions to stories using the Handshake Technique How to hone your storytelling skills by classifying and building story arsenals How to make storytelling through this technique more natural and effective A little about me: Hi there. I’m Kymberlee. As a Speaking Strategist and founder of Storytelling School, I’ve had the pleasure of working with over 500 speakers, business leaders, and entrepreneurs worldwide for over a decade. No matter if those folks were getting ready to take the TED or TEDx stage or preparing for a high-stakes presentation with everything on the line, my specialty is High Stakes Short Form Communication. I’ve seen what works when influencing change and what doesn’t. It turns out storytelling is one of the most powerful tools you can have in your arsenal. That’s why I’m building a movement of master storytellers to affect change in the world on a global scale to help people tell real stories that have influence and impact. With effective storytelling, you change people’s lives. Since competition for potential client attention is fierce, a story can make the difference between being memorable or irrelevant. You’ll find me sharing my matcha tea mishap to discuss perfectionism, my quest for Bruce Lee and Hello Kitty art to explore kindness or the six months of live blade training I underwent to illustrate presence. I spend my days showing the power of using stories to help cement ideas and bring lessons to life and teach my clients to do the same. If you think business owners can’t tell stories or don’t have stories to share with their clients, staff, donors, followers, or investors, I invite you to reconsider your perspective. There’s no better place than in business to tell your stories so audiences, no matter how big or small, can understand how you think and what you value. Now it’s your turn... If you’re ready to become a master storyteller and effect change in our world, you’ve come to the right place. Links and Resources: Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

May 29, 2024 • 29min
Shifting the Mental Health Story Within the World of Aviation (and Beyond)
It feels like I’m flying all the time while running my software company. Every month, I’m going somewhere to meet clients. It’s standard practice until, out of nowhere, I have my first anxiety attack. These attacks become serious and start happening randomly on different days at different times of the day. Weeks and months go by, and every single time I step on the plane, an attack triggers. While I’ve been flying on planes my entire life, I find myself having to take medication just to step on to an aircraft. As I’m searching everywhere looking for answers to get to the bottom of what’s going on, I meet with a therapist, Dr. Keith. He asks me a simple question: “Kymberlee, do you think pilots have a fear of flying?” Sounds like a preposterous question, right? So I respond: “Of course not!” Then he advises me to ask the pilot on my next flight what their favorite thing is about flying. I do exactly that. With my heart racing, I board my next flight and ask if I can say a quick hello to the pilot. As I’m having a conversation in the cockpit with this pilot, I quickly learn that his favorite part is the landings. Suddenly, I go from having heart palpitations to laughing and smiling and learning so much about the craft of flying. In the months (and flights) that follow my perspective on flying changes so much that eventually I don’t even need to take the medication anymore. His story changes my story. Speaking of aviation and stories, my special guest, Reyné O'Shaughnessy, is a retired commercial airline pilot and captain with intimate knowledge of mental health. In this episode of the Storytelling School Podcast, you’ll hear about the importance of changing the story within the aviation world (and beyond) as it relates to mental health, as well as get answers to questions like: How does the story within the aviation industry regarding changes in mental wellness policy need shifting? And why is it so important to share your stories publicly in the world? What you will learn in this episode: Why the collective mental health story in aviation needs to change How we can adopt a better story through shared responsibility How to prevent your mental health from turning into a story of mental illness Who is Reyné? Captain (ret.) Reyné O'Shaughnessy stands as a prominent figure within the aviation industry for her unwavering dedication to both pilots and the aviation industry. With a remarkable 35-year career as a commercial airline pilot, she has accumulated a vast reservoir of experience, expertise, and proficiency with flight time exceeding 10,000 hours on heavy jet aircraft. Beyond the cockpit, Captain O'Shaughnessy has devoted over a decade to honing her skills as an aviation strategist, with a specific focus on health and mental wellness. Her dedication led her to become a certified practitioner in Mindfulness-Based Stress Reduction (MBSR) from Brown University. She founded Piloting 2 Wellbeing and co-founded The Aviation Health and Wellbeing Institute, and her holistic approach to aviation has solidified her position as a trailblazer and influencer within the industry. In addition, Captain O'Shaughnessy is the author of the best-selling book, This Is Your Captain Speaking: What You Should Know About Your Pilot's Mental Health. Her insights have been featured on reputable platforms such as Fox News, NBC News, CBS/KDKA, and AOPA, and she is a sought-after speaker at conferences worldwide. Links and Resources Captain Reyné O Piloting 2 Wellbeing The Aviation Health and Wellbeing Institute This Is Your Captain Speaking: What You Should Know About Your Pilot’s Mental Health by Reyné O'Shaughnessy @captain_reyneo on Instagram @piloting2wellbeing on Twitter/X @piloting2wellbeing on Facebook @piloting2wellbeing on LinkedIn Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

May 22, 2024 • 26min
Why You Need to Tell Stories to Build Your Brand
Glenn, a branding expert, joins to unravel the secret sauce behind memorable brands. They dive into why Liquid Death, a water brand in a cool can, stands out despite its simple product. It's all about the unforgettable stories behind brands. Discover how storytelling creates emotional connections and humanizes your brand. Glenn shares practical strategies to captivate your audience and foster brand loyalty. Learn how to experiment with storytelling methods and measure their impact on your brand's identity.

May 15, 2024 • 33min
How Unforgettable Experiences Make for Unforgettable Stories
I’m in prep mode, getting ready to host a standup comedy night. I ask myself: “What’s it going to take to move this event from good to unforgettable? Sure people are coming to see comedians who they love and may have been following for years… What can we do to make this experience last and earn a permanent memory in every audience member’s mind? What can we do to make this experience last and earn a permanent memory in every single audience member’s mind?” The answer? It’s all in the details. From eye contact and smiles, to the welcoming and fun atmosphere being directed at each guest from every angle–box office volunteers and snack bar workers, old-time comedy posters and fresh flowers… even the cleanliness of the theater plays a subtle and important role. In other words, it’s in making this entire evening feel like every single detail matters and producing an unforgettable experience in the process. My special guests today, Mo Barrett & Katy Stevens, have made creating unforgettable experiences into an entire business. In this episode of the Storytelling School Podcast, they’ll share how the monotonous and mundane can be disrupted and generate stories that entertain and empower, as well as answer questions such as: How can seeing and appreciating the stories of others deepen your understanding and connection? What effect does allowing your mind to rest have on your story creation and productivity? And how can taking an unconventional approach with your story or Talk produce an experience for your audience that only you can deliver? What you will learn in this episode: Why you need to trust the story your body is trying to write for you How the mundane can make for better stories than grandiose events How you can generate creative story ideas and reconnect with forgotten stories Who are Mo & Katy? Mo Barrett & Katy Stevens are unlikely best friends from two separate worlds who collided at a barbershop brigade singing event. Mo is a retired Air Force Colonel turned public speaker, and Katy is a music and performance instructor turned Mo-wrangler. Together they take stages as corporate entertainers and educators. Despite all the ways they’re different, they choose to lean into the strength of the things they have in common, recognizing, acknowledging, appreciating and leveraging their respective quirks. Together Mo & Katy disrupt monotony and are building a world filled with unforgettable experiences that entertain and empower by using humor in unexpected ways. Links and Resources Unforgettable Experiences Email: moandkatyshow@gmail.com Google Maps: Unforgettable Experiences with Mo & Katy “How to be Unforgettable” TEDx Talk Unforgettable Experiences with Mo and Katy podcast @YourUnforgettableExperiences on Facebook @yourunforgettableexperiences on Instagram #tmks #disruptmonotony #hardatquirk #unforgettableexperiences Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

May 8, 2024 • 27min
The Power of Storytelling in Mind-Body Healing
Whenever we do a new TEDx event, our first order of business is finding the theme to get everything flowing. It influences everything we do, from the set design to invited speakers and so much more. So as we come up with theme ideas for our Santa Barbara TEDx event in 2019, nothing is really clicking. We try phrases, single words, even full sentences and they all fall short. The theme candidates feel very generic and unexciting. Then, it hits me: What if we take a deeper look at the role of stories through three different lenses: stories we tell, stories told to us, and stories we tell ourselves? The team loves it! We finally have our theme, and it sets in motion our lense through which to look through for all our decision-making. And… our TEDx event ends up to be a huge success that year! No speaking of stories, my incredible guest today, Brandy Gillmore, uses all three of those storytelling lenses in her life’s work. In this episode of the Storytelling School Podcast, you’ll learn about her healing journey from an accident in 2003 and what she discovered about the crucial role of stories in mind-body healing. You’ll also get answers to questions like: What are misconceptions in stories about mind-body healing? What is the story connection between our subconscious mind, emotions, and physical health? How can transforming stories you tell yourself lead to life-changing results? What you will learn in this episode: How stories you tell yourself can affect your physical health How understanding the stories you tell yourself can propel you forward or hold you back How stories can help you gain clarity and motivation Who is Brandy? Brandy Gillmore is a researcher, author, and mind-body expert. Spurred on by a debilitating injury from an accident in 2003 that left her disabled, in excruciating pain, and without hope for recovery, she began researching for a cure and discovered obscure research that changed the course of her life and resulted in a complete recovery. Now, she shares this research in her book Master Your Mind and Energy to Heal Your Body, which showcases our power to radically heal our bodies using only our minds. Thanks to her groundbreaking discovery, Brandy has been featured in prestigious medical journals, on notable platforms (such as the Shift Network), and in several documentaries and docuseries including Women’s Health Secrets, Thrive Global, Harper’s Bazaar Brazil, Pain Revealed, and more! She’s also been praised by medical professionals, health and wellness luminaries, global leaders, Hollywood celebrities, corporate tycoons, and people from all walks of life who’ve been captivated by her remarkable insights and results from her work. Links and Resources Brandy Gillmore Brandy’s TEDx Talk: “Could This Be the Missing Link to Your Health?” Master Your Mind and Energy to Heal Your Body by Brandy Gillmore Heal Yourself. Change Your Life podcast See Live Healing on Brandy’s website @brandy.gillmore on Facebook @brandygillmore on Instagram @BrandyGillmore on Twitter/X Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

May 1, 2024 • 28min
How Fierce Civility Creates Win/Win Stories
As a kid growing up, I get to spend time with two families. On one side is my mom and stepdad, and on the other is my dad and stepmom. Being the only child in both families, I spend holidays at one house and then the other. Trick or treating on Halloween with one family earlier in the evening and the other later in the evening. I even have two different celebrations on my birthday. Everything is separate...until 2010 when I decide to run a TEDx event for the first time and realize quickly that I need help. So Mom, an English major, offers to help with speakers. My stepmom helps with overseeing and running registration and volunteers. My stepdad has experience with stage managing and works with me behind the stage with the tech team and speakers. And Dad helps with all onsite needs including fine-tuning the sets and becomes our X-factor. While my two families have very different values, beliefs, and even rules, they do have one thing in common: they have tremendous love to give and they come together civilly for a collective cause that is bigger than any one of us individually. They volunteer at our TEDx event to help change the world through spreading ideas. Now my special guest today, Joe Weston, teaches people how to not only be civil to each other but fiercely so in order to influence what happens next in their stories. In this episode of the Storytelling School Podcast, you’ll learn about why we get caught in a repetitive story of arguing and fighting with others. You’ll also discover keys to creating stories of mutual empowerment between people and get answers to questions like: How are power dynamics at the core of stories that fuel fights? What has helped create a universal mindset that helps facilitate arguments? What’s an example of how a challenging life story can positively impact others? And how can the process of working on your first TEDx Talk change the story you tell yourself about public speaking? What you will learn in this episode: What influences the argumentative stories we tell ourselves and each other What kind of exercise can help you transition from story to training in your Talk or presentation Why simply writing the ideal Talk isn’t enough for a good presentation Who is Joe? Joe Weston is an international thought leader, lecturer, author, consultant, coach, trainer, and advocate for lasting peace. Born in Queens, NY and raised in a volatile, argumentative environment, he was determined to understand the roots of conflict and find another way to safely address problems. So he went on a worldwide quest and studied diverse traditions such as various martial art forms, meditation, contemplative practices, neuroscience, communication models, and more. Eventually, Joe ended up living in the Netherlands for 18 years where he expanded his vision of human solidarity that transcended nationality, race, religion, political ideology, and economic status and led to creating programs in the U.S., Europe, and some of the most conflict-ridden regions in the world. His career as a conflict prevention specialist spans over 30 years, and he’s a highly sought-after facilitator for individuals, corporations, government agencies, and nonprofits worldwide. Links and Resources Joe Weston Joe’s TEDx Talk: “Say Goodbye to Chronic Niceness” Fierce Civility and Mastering Respectful Confrontation books by Joe Weston @joewestonauthor on Facebook @fiercecivility on Instagram Joe Weston on LinkedIn Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

Mar 15, 2024 • 28min
How Crafting Event Experiences Can Create Memorable Stories
Experience the power of creating memorable event experiences with special guest Adam Metwally. Learn how to build genuine confidence, trust, and connections through storytelling. Explore the impact of storytelling on building relationships and the foundations of authentic storytelling and confidence.

Mar 9, 2024 • 10min
Storytelling Seven: Why Mastering Eye Contact is Crucial for Storytellers
I’m on a Zoom call rehearsing with a group of speakers who are getting ready for an upcoming TEDx event. Yet something’s off. After finishing her run, one speaker admits, “I don’t really feel like I’m connected.” And that’s when I realize something. She’s scanning the room and not really seeing anyone. It’s like she’s talking into the void. So I say, “Try focusing on one person at a time, like you’re talking directly to that particular person. Then focus on the next person, and then the next.” I have everybody take a turn at this. They’re hesitant at first. Yet over the next few weeks, they start making genuine connections with their audience even though it’s through the screen. It’s incredible to see and just another powerful reminder of the magic of eye contact. In this episode of the Storytelling School Podcast, we continue our Storytelling Seven series where you’ll learn why mastering eye contact is such a crucial element in storytelling and public speaking. In the process, you’ll also find out: Why can eye contact make or break your presentation? What specific considerations should you keep in mind for eye contact in virtual presentations? And how can you practice making eye contact in your speech or story? What you will learn in this episode: How eye contact helps you as the speaker or storyteller How eye contact serves as a bridge between you and your audience How to overcome the challenges of mastering eye contact A little about me: Hi there. I’m Kymberlee. As a Speaking Strategist and founder of Storytelling School, I’ve had the pleasure of working with over 500 speakers, business leaders, and entrepreneurs worldwide for over a decade. No matter if those folks were getting ready to take the TED or TEDx stage or preparing for a high-stakes presentation with everything on the line, my specialty is High Stakes Short Form Communication. I’ve seen what works when influencing change and what doesn’t. It turns out storytelling is one of the most powerful tools you can have in your arsenal. That’s why I’m building a movement of master storytellers to affect change in the world on a global scale to help people tell real stories that have influence and impact. With effective storytelling, you change people’s lives. Since competition for potential client attention is fierce, a story can make the difference between being memorable or irrelevant. You’ll find me sharing my matcha tea mishap to discuss perfectionism, my quest for Bruce Lee and Hello Kitty art to explore kindness, or the six months of live blade training I underwent to illustrate presence. I spend my days showing the power of using stories to help cement ideas and bring lessons to life and teach my clients to do the same. If you think business owners can’t tell stories or don’t have stories to share with their clients, staff, donors, followers, or investors, I invite you to reconsider your perspective. There’s no better place than in business to tell your stories so audiences, no matter how big or small, can understand how you think and what you value. Now it’s your turn... If you’re ready to become a master storyteller and effect change in our world, you’ve come to the right place. Links and Resources: Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

Mar 6, 2024 • 22min
How Humor and Storytelling Converge
I’m standing backstage with my dad in a room full of speakers who are getting ready to make their TEDx debuts. We’ve been working for over eight months for this moment, yet the nervous energy in the room is palpable. So Greg, the event organizer, takes the microphone and gives a short, inspirational talk. Then he stops, walks over to my dad and hands him the microphone. Dad clears his throat and says, “What did the fish say when it ran into the wall?” And that joke breaks open a dam of levity that helps take the energy from trepidation to confidence and readiness for the stage. Humor can be a game-changer. And in this episode of the Storytelling School Podcast, you’ll learn about how humor affects stories, the different types of humor you can deploy, how you can play with humor to find what works for you and your audience, and the pitfalls you need to avoid when using it as a device. In the process, you’ll get answers to questions such as: Why is humor so effective in storytelling and speaking? How do you choose a style of humor and start experimenting with it? And what can go wrong when using humor in your stories and speeches? What you will learn in this episode: What types of humor you can deploy in speaking and storytelling How to integrate and experiment with humor to find what fits best What not to do with humor in your speeches and stories A little about me: Hi there. I’m Kymberlee. As a Speaking Strategist and founder of Storytelling School, I’ve had the pleasure of working with over 500 speakers, business leaders, and entrepreneurs worldwide for over a decade. No matter if those folks were getting ready to take the TED or TEDx stage or preparing for a high-stakes presentation with everything on the line, my specialty is High Stakes Short Form Communication. I’ve seen what works when influencing change and what doesn’t. It turns out storytelling is one of the most powerful tools you can have in your arsenal. That’s why I’m building a movement of master storytellers to affect change in the world on a global scale to help people tell real stories that have influence and impact. With effective storytelling, you change people’s lives. Since competition for potential client attention is fierce, a story can make the difference between being memorable or irrelevant. You’ll find me sharing my matcha tea mishap to discuss perfectionism, my quest for Bruce Lee and Hello Kitty art to explore kindness, or the six months of live blade training I underwent to illustrate presence. I spend my days showing the power of using stories to help cement ideas and bring lessons to life and teach my clients to do the same. If you think business owners can’t tell stories or don’t have stories to share with their clients, staff, donors, followers, or investors, I invite you to reconsider your perspective. There’s no better place than in business to tell your stories so audiences, no matter how big or small, can understand how you think and what you value. Now it’s your turn... If you’re ready to become a master storyteller and effect change in our world, you’ve come to the right place. Links and Resources: Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook

Feb 22, 2024 • 19min
Why Your Storytelling Needs a Dash of Surprise
I’m at the Annoyance Theater in Chicago taking a week-long intensive Improv class. In the middle of a scene with my scene partner, I have this brilliant idea. So I start forcing the scene in the direction I have in mind. My partner follows along…and the whole scene ends up being pretty flat and predictable. After we’re done, the instructor says, “Kymberlee, I have a note for you. Allow yourself to be surprised on stage rather than in control.” What if we apply the same principle to our presentations? How would that change us and the audience? In this episode of the Storytelling School Podcast, you’ll learn why it’s important to allow yourself to be surprised on stage as a speaker or storyteller and how that leads to more dynamic, memorable presentations, Talks, and stories.. I’ll share examples of embracing unexpected moments and answers questions like: Why are spontaneity and authenticity crucial for effective speaking and storytelling? What impact can unexpected moments have on the audience? And what techniques can you use to create an authentic connection with your audience? What you will learn in this episode: How the element of surprise affects your audience psychologically How you can embrace the unexpected as a speaker or storyteller on stage How an open, flexible approach can transform your audience’s experience A little about me: Hi there. I’m Kymberlee. As a Speaking Strategist and founder of Storytelling School, I’ve had the pleasure of working with over 500 speakers, business leaders, and entrepreneurs worldwide for over a decade. No matter if those folks were getting ready to take the TED or TEDx stage or preparing for a high-stakes presentation with everything on the line, my specialty is High Stakes Short Form Communication. I’ve seen what works when influencing change and what doesn’t. It turns out storytelling is one of the most powerful tools you can have in your arsenal. That’s why I’m building a movement of master storytellers to affect change in the world on a global scale to help people tell real stories that have influence and impact. With effective storytelling, you change people’s lives. Since competition for potential client attention is fierce, a story can make the difference between being memorable or irrelevant. You’ll find me sharing my matcha tea mishap to discuss perfectionism, my quest for Bruce Lee and Hello Kitty art to explore kindness, or the six months of live blade training I underwent to illustrate presence. I spend my days showing the power of using stories to help cement ideas and bring lessons to life and teach my clients to do the same. If you think business owners can’t tell stories or don’t have stories to share with their clients, staff, donors, followers, or investors, I invite you to reconsider your perspective. There’s no better place than in business to tell your stories so audiences, no matter how big or small, can understand how you think and what you value. Now it’s your turn... If you’re ready to become a master storyteller and effect change in our world, you’ve come to the right place. Links and Resources: Storytelling School Website @storytellingschool on Instagram @storytellingSchool on Facebook