Lesson 11
Stories often don’t land because they sound too rehearsed, too polished—not as if the story was really felt by the storyteller.
To fix this, visualize the scene unfolding in front of you as you speak.
Lesson #11: Relive the Moment
When you tell that story, imagine you’re back in the moment and describe it as if it was happening in the story: Where are you? What are you thinking? What are you hearing?
When you describe what you see and feel in real time, your story will feel more emotional, more vivid, and more engaging.
Lesson 12
This is something that I still struggle with today. Often, when I tell a story, I move into performance mode.
My voice changes, and suddenly, I sound more like a motivational speaker or this fairy tale uncle.
Lesson #12: Drop the Storytelling Voice
Tell your story the same way you’d share it with a close friend, family member, or your therapist. Tell your story as conversational as possible.
Lesson 13
You’ve probably heard thousands of stories. But you probably forgot 99% of them.
Why is that? Because they were missing a crucial element.
They sounded like, “I was that person before, did some things, and I stayed the same after.”
They don’t have any element of change.
Lesson #13: Show the Change
Show who you were before, what you did, and how it changed you.
If you were out of shape, now you’re running a marathon.
If you were terrified of public speaking, now you love being on stage.
Show the transformation.
Lesson 14
Have you ever watched a movie where everything went perfectly?
Of course not—it would be a terrible movie!
Yet, this is how we often tell stories. We’re like: “We launched the product, and everything went perfectly.”
Lesson #14: Conflict Is King
Bring in some sort of conflict. A difficult decision, an emotional challenge, a physical challenge. Any type of conflict. Even if your conflict is opening a stubborn bottle of ketchup.
Without conflict, it’s not a story.
Lesson 15
Every great story has a single moment where everything shifts—a decision, realization, or breakthrough. A five-second moment that changes everything.
Lesson #15: Find the Turning Point
For example, this can be the second you decided to leave a toxic job or the moment your partner said, “Let’s do this. I’m ready.”
Every great story should have a five-second moment that changes everything. That’s the heartbeat of your story. Everything else builds up to that moment.
Lesson 16
People are so rigid with their stories.
They’re like, “I timed it. It takes 2 minutes and 35 seconds, and I need that to tell the full story.”
But hey, this is not how life works. Sometimes you have 30 seconds; other times, you have 5 minutes to tell a story. The best storytellers know how to adjust.
Lesson #16: Scale Your Stories
Practice telling a 3-minute version, 90-second version, and 30-second version.
This helps you know what is essential, what to eliminate, and, most importantly, how to adapt your story to any setting and audience.
Lesson 17
One of the biggest mistakes people make when telling stories is giving too much context.
They’re like, “It was a sunny Tuesday afternoon, and the air smelled like lavender.”
Dude, seriously?
Unless those details are crucial later, skip them.
Lesson #17: Jump into Action
Make your character do something—biking, shouting, talking, any sort of action.
Example: “October 2024, I’m standing in front of the conference room, taking a deep breath.”
When you share the action, your audience can imagine the scene unfolding in front of their eyes.
Lesson 18
When I started storytelling, I thought great stories had to be huge—like near-death experiences or spiritual awakenings.
But here’s the problem: those stories aren’t relatable.
Lesson #18: Focus on Small, Relatable Moments
Instead of sharing those life-changing moments, share stories about missing the bus, a funny conversation, or learning something unexpected.
These moments are what really build connection because your audience can relate to those moments.
Lesson 19
The best storytellers aren’t the ones with the best stories.
They’re the ones who have the most stories.
If you only have three stories, you won’t have many options.
But if you have 30, 50, or even 100, you’ll always have the right one for the right moment.
Lesson #19: Start a Story Bank
A Story Bank is a simple document where you organize your stories by title, lesson, summary, and theme.
By saving your stories, you’ll never run out of stories again.
Lesson 20
There’s one exercise that has helped me the most on my storytelling and public speaking journey.
Lesson #20: Improvise Stories
Here’s what I do:
Go online and get a random topic.
Create a story around that topic.
Speak for 1 or 2 minutes, using a structure I know and trying to make it as visual as possible.
Don’t overthink it. Improvisation trains your mind to think quickly and helps you become a more confident storyteller.
Lesson 21
Before jumping into your story, share a sentence that gets your listeners excited about the story.
Lesson #21: Sell Your Story
For example:
“Last week, I had an experience that completely changed how I think about failure.”
A simple sentence like this grabs attention because it makes people wonder, “What changed your thinking?” They’ll keep listening until they know the answer.
Lesson 22
If you say, “I was nervous,” your audience hears the words, but they cannot see it or feel the emotion behind it.
Lesson #22: Show, Don’t Tell
Instead, describe what the emotion looks like. For example:
“My hands were shaking, my throat felt dry, and my heart was pounding like a drum.”
The more your audience can see the story, the more they’ll connect with it.
Lesson 23
By now, you have hundreds of untold stories—you just haven’t noticed them yet.
Lesson #23: Look for Highs & Lows
The easiest way to find them is to look for the highs and lows from a specific period in your life. Pick a time, like your first year at a new job or the last year of a relationship.
Ask yourself: “What were the high points and low points during that time? When was I particularly happy, excited, sad, or stressed?”
Then ask, “What did I learn during that moment?” If the lesson feels meaningful, craft a story around it.
Lesson 24
You’ve probably told a few stories, but you might have no clue how they actually come across—or how you look while telling them.
Lesson #24: Record Yourself
When I started sharing stories, I often looked like a grumpy teenager—but I didn’t know until I saw a video of myself speaking.
Recording yourself can feel awkward at first, but it helps you understand how you come across. Once you’ve watched yourself, you’ll know what you can improve.
Lesson 25
After watching yourself speak, it’s tempting to fix everything—your gestures, pauses, and tone. But when you focus on too much, you won’t make any progress.
Lesson #25: Fix One Thing at a Time
Focus on the one thing that distracts people the most from your story.
For example, if you use filler words every five seconds, that’s worth fixing. But if it’s occasional, don’t worry about it. Prioritize what has the biggest impact.