Who It’s For: Entrepreneurs, Senior Business Leaders, Managers, Sales Professionals, Female Leaders, and R&D, Innovation, DEI, and Other Critical Teams
Why Your Story Isn’t Landing (And How to Fix It)
The 3 Biggest Storytelling Mistakes Entrepreneurs & Leaders Make (And How to Fix Them)

You Share Your Story… and Crick
You finally work up the courage to share something personal… a moment that shaped your life, a challenge you’ve overcome, a win that felt huge… and then?
Nothing.
No reply. No comments. The only person cheering you on is your mama or your bestie.
So you start questioning yourself: Did I overshare? Was it boring? Am I just not meant to do this?
I get it. I’ve been there (and so have many of my clients, before starting to work together of course).
The truth is, your story isn’t the problem. The problem is how you’re telling it.
If you’ve ever felt like your message isn’t landing or resonating with your audience, stay with me… because I’m about to break down exactly why that happens and how to fix it.
The 3 Biggest Reasons Your Story Isn’t Landing
1. Your Story is About You—But It’s Not FOR Them
Here’s the hard truth: People aren’t reading your story because they care about you (at least, not at first). They’re reading because they want to see themselves in it.
If your story feels like a play-by-play of your experience without any connection to their struggles, they’ll scroll right past it.
The Fix: Before sharing a story, ask yourself:
~
What’s the “aha” moment I want my audience to have?
~What question could I ask to prompt this aha?
~What story from my life connects to this lesson?
Action Step: Struggling to come up with story ideas?
Create a Story Bank.
Every day, take 2-3 minutes to jot down small moments that happen to you—conversations, struggles, wins, funny mishaps, emotional realizations. Keep a “Story Bank” note tab on your phone so you always have personal experiences to pull from when you need to connect with your audience.
Instead of saying,
"I was scared to share my story, but I did it anyway," try asking:
"Have you ever written a vulnerable post and then hovered over the ‘post’ button, terrified? I have too. I remember the first time I shared my story and felt like I might pass out. But here’s what happened when I finally hit publish…"
2. You’re Not Sharing Enough Emotion
If your story lacks emotion, it won’t land… because people connect with how you felt, not just what happened.
But many of us have been conditioned not to show emotion. We’ve been taught that sharing feelings is unprofessional, that we need to be polished, that we should “stick to the facts and don’t mix business and personal.”
I disagree. You can do this without sharing all of the skeletons in your closets (and yes it’s okay to not talk about #allthethings).
Emotion is what makes people trust you.
When you share your raw, impactful experience… when you talk about the fear, the excitement, the heartbreak, the uncertainty… you give your audience permission to feel those things too.
Instead of saying,
"I used to struggle with visibility," say:
"I remember sitting in a meeting, my throat tight, my hands sweating, knowing I had something big to say—but I just couldn’t make myself speak. I drove home in tears, wondering why I was holding myself back."
Action Step: Next time you share a story, ask yourself: How did this moment make me feel? Can I bring my audience into that feeling?
3. You’re Waiting for Others to Go First
So many of us hold back because we think:
"Who am I to share my story?"
"What if people judge me?"
"Does anyone really care?"
But here’s what I need you to know: When you speak up and share your story you give others permission to share their story.
Think about a time someone else shared something vulnerable… a struggle, a win, a truth you didn’t know you needed to hear. Didn’t it make you feel seen? Less alone?
That’s exactly what happens when you share.
When you go first, you make it safer for others to do the same. You create space for the conversations that truly matter.
Instead of hesitating to share your story,
ask yourself:
"Who needs to hear this today?"
"What permission does my story give someone else?"
How to Share Your Story So It Lands
When you tell a story, keep it simple and focused:
1️Start with a Hook – Ask a relatable question or share an emotional moment.
2️Show the Shift – What changed? What realization did you have?
3️
Give a Takeaway – How does this apply to your audience? What action should they take?
Example in Action:
Hook:
"Have you ever felt invisible in a room full of people?"
Shift:
"I used to sit in meetings with my heart pounding, afraid to raise my hand. Then one day, I realized—if I didn’t speak up, I’d never be seen as a leader."
Takeaway:
"If you’ve been holding back, here’s your permission slip: your voice matters. And it’s time to own your story."
✨SAY IT BETTERA LIVE & FREE 3-Day Communication Reset
Bring one conversation you've been struggling with. Leave ready to have it.✨
You know the conversation.
The one you've been thinking about on your drive home, practicing in the shower, rewriting in your head at 2 am, or telling your best friend what you wish you'd said three days after it happened.
Maybe you need to give someone feedback, explain your idea to senior leadership, ask for the business, tell a client your prices have changed, speak up in a meeting, or simply explain what you do without hearing yourself ramble and wondering, Where the heck was I going with this?
You probably don't need another communication tip.
You need a chance to figure out what you actually want to say and practice saying it BEFORE the conversation happens.
That's exactly what we're going to do together.
FREE 3 Live Virtual Sessions November 30- December 2, 2026
12PM PT/ 3PM ET
REPLAY AVAILABLE FOR A LIMITED TIME
Hey There!
I'm Darlene
As a mother, wife, connector, and dream builder, I’m Darlene Hawley, the founder of DarleneHawley.com and an Executive Leadership & Businesss Coach dedicated to empowering leaders like you.
My passion lies in helping ambitious professionals cultivate their unique leadership style while crafting an authentic and impactful personal brand. Through my coaching, we’ll work together to build a solid foundation that not only inspires your team but also drives results and growth within your organization.
Since 2007, I have been committed to guiding leaders and entrepreneurs in launching and scaling their businesses with confidence and clarity.
Today, I focus on supporting women in reaching their leadership goals and living their dream lives—all while balancing the joys of raising my family and creating meaningful memories each day.
Together, we’ll transform your challenges into opportunities, allowing you to lead with authenticity and inspire those around you.












