How Storytelling Can Turn Crowd Chaos into Connection
Storytelling School
It’s my very first time at Comic-Con. I’m with my dear friend Denise, and it’s her first time, too. The second we arrive in downtown San Diego, we’re hit with a wave of everything - cosplayers everywhere, camera crews darting around, and volunteers all over the place. There are 135,000 people moving in every direction at once. It’s buzzing, massive, and honestly thrilling! Since it’s Day One, we find our way to the convention center and step onto this long escalator. We’re heading up to the top, and I’m trying to act calm - for Denise, sure, but really for myself, too. Inside,...
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200 Episodes In: Your Storytelling Masterclass in 50 Moments
Storytelling School
It’s a Tuesday morning. I am sitting in front of my computer, matcha tea in hand, staring at my podcast dashboard. A little number in the top corner catches my eye. 200 episodes, 200! Part of me can’t even believe it. I think back to those first recordings; I was so nervous, wondering if people would care about storytelling the way I do, yet week after week, I kept going. I didn’t always know if I’d have the time, the stories, or the right guests to keep it fresh. But every single conversation, every solo episode, every moment behind the mic has taught me something. And at each...
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Why Storytelling Mastery Lives in the Middle
Storytelling School
I am standing on a court in Santa Barbara, and it's my very first pickleball lesson. I arrived early and I’m already warmed up, focused and ready to do everything exactly right. In fact, even before booking this lesson, I researched every single coach in town. I landed on Richard Pastoria because he's the real deal: a professional coach for over 25 years, the resident pickleball pro at the Valley Club of Montecito, and - not only that - he also has a military background. That combination of structure and discipline and high standards speaks to me because I've been an athlete my entire life,...
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How Great Speakers Rehearse (It’s Not What You Think)
Storytelling School
I'm on a Zoom call with one of my private clients. She is a powerhouse executive and is preparing for a TED-style keynote. Her ideas are solid, and her story is incredible; it's emotional, has high stakes and everything you would want in an opening story. And the rest of her Talk? That’s epic as well. Plus, she's done the work and is ready to go. We start rehearsing and everything… falls flat. Her delivery is kind of robotic, and there's no energy in her voice. Even the transitions between her story and her insights kind of feel like speed bumps. She is reciting her script but isn't...
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The Callback Strategy Every Speaker Should Know
Storytelling School
I’m working with my client on a TEDx Talk. In her opening story, she shares a vivid moment from her childhood: She is standing on a stranger's doorstep, completely nervous and uncertain if anyone is going to answer at all. It's a small detail yet it’s emotionally powerful and completely gripping. After the story, we go ahead and develop the rest of the Talk. And as a whole, her Talk is strong. It's structured and meaningful… except when we get to the end. Something is missing. Her idea and her content are clear, but there isn't really an emotional lift at the end. I suggest going...
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What Knife Fighting Taught Me About Storytelling
Storytelling School
I am standing in the dojo, drenched in sweat. We’re in the middle of a dynamic circle knife drill, and I’m surrounded by fellow black belts, each armed with metal training knives and ready to attack in a simulation of real-life danger - fast, chaotic, and unrelenting. At first, I hold my own, fueled by adrenaline and a strong desire to prove that I can hang with the best. I move quickly, using flashy moves and relying on sheer speed, but as the drill speeds up, my technique falls apart. I'm rushing transitions, missing critical details, and losing confidence. My partners sense the...
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Why Sharing Difficult Stories Can Change Lives
Storytelling School
I'm a freshman at the University of Hawaii, living the dream on a full-ride softball scholarship. One night during finals week, my roommate and I decide to take a break from studying and grab a bite to eat. On our way back to the dorms, riding our mopeds, the unthinkable happens and I get hit… by a cement truck. I wake up five days later in the hospital with massive head injuries and indescribable pain. The doctor tells me that my sense of taste and smell is gone, permanently. For years, I don’t talk about the accident. I think, who wants to hear a story like that? It feels too...
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How Embracing Imperfection Can Transform Your Storytelling
Storytelling School
It's the early 2000s, and I get invited to speak in New York to a room full of tech heavyweights - people and thought leaders I dreamed of being in front of. I am determined to crush it, so I do what any overachiever would: I obsess. I write, rewrite, and practice endlessly. No improvising. No mistakes. I even buy a stiff, serious outfit that doesn’t feel like me but seems like something a “real” speaker would wear. On the day of the event I deliver my Talk flawlessly, every word in place. The audience claps, though I leave feeling like something is off. It was perfect, yes, but...
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How to Make Numbers Unforgettable Through Story
Storytelling School
It’s 2006. I am sitting in the audience at TED surrounded by visionaries, innovators, and thought leaders. The energy in the room is electric and everyone is buzzing with anticipation about who’s going to take the stage next and what new insight we’ll walk away with. When the next speaker, a Swedish professor specializing in global health and data, is introduced, I brace myself for a dry, academic talk full of statistics and charts. Instead, the speaker starts moving across the stage with visible, infectious enthusiasm, pointing at animated visuals and telling a story through data....
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Why Many Stories Fall Flat in the Final 10 Seconds
Storytelling School
I am coaching a speaker as she prepares for one of the biggest keynotes of her career. Her story is powerful, full of resilience and triumph. As she runs through her story, I am captivated... until it just... stops. She smiles, says thank you, and that’s it. There is no call to action and no invitation. I deliver the news, gently: her ending isn’t serving her or the audience. She pushes back because she doesn’t want to sound salesy. And while I do definitely understand her concerns, I explain that, while her story hits hard, her ending needs to hit home. So we roll up the sleeves...
info_outlineI’m on the East Coast about to speak at a corporate event filled with tech leaders of a very large company. As I’m backstage, the CEO comes up to me and says, “Remember Kymberlee, these are incredible people who are amazing at what they do, yet they aren’t really bought into the idea of storytelling in the business environment.”
With that, I’m introduced and take the stage. After the applause dies down, I can tell the mood in the room is quite serious. So I have everyone stand up and start an icebreaker exercise.
That’s when I hear the first person laugh. And then the next, and the next, and pretty soon the whole room is laughing, connecting, and having fun. The energy in the room has shifted.
At the end of the session, I ask them what some of their most memorable moments from the day are. Without skipping a beat, they pointed out the laughter during the icebreaker changed their internal story.
We know that laughter does a body and a brain good. Jason Love spreads that joy everywhere he goes. He’s a nationally touring standup comedian who has appeared on TV in a few places you may have heard of, like Comedy Central and HBO. In this episode of the Storytelling School Podcast, you’ll hear his insights on connecting with diverse audiences in storytelling through devices like humor and lessons we can learn from comedic storytellers, as well as get answers to questions like:
How can you begin testing new material for a story, Talk, or performance? Why are people drawn to comedic storytellers like Dave Chappelle and Martin Lawrence? And what’s it like to navigate in the world currently as a comedic storyteller or performer?
What you will learn in this episode:
- What attitude you can take with you anytime you perform or tell a story
- How you can adapt your story or Talk to diverse audiences
- How you can be completely present before a story or Talk
Who is Jason?
Jason Love is a nationally touring headliner who has appeared on HBO, Comedy Central, America’s Got Talent, and Dry Bar Comedy. His clips are played daily on Sirius XM, and he is a crowd favorite on cruise ships. L.A. Weekly named him “one of the top ten comics to watch.” His non-profit, Love & Laughter, brings free shows to the cancer support community, and he’s represented by Levity Entertainment and 800 Pound Gorilla.
Links and Resources