Great Storytelling Starts with Great Listening—Here’s How to Get Better

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In a world dominated by noise, speed, and artificial intelligence, great storytelling is more essential than ever. It’s how we make sense of complexity, break through the digital clutter, and move people to action.

But here’s the truth that most people miss: the foundation of great storytelling isn’t charisma, cleverness, or even writing skill—it’s great listening.

If you want to inspire, influence, and connect, you don’t start by telling a story. You start by listening well enough to know which story needs to be told.

At CI2 Advisors, we call this transformational listening—a deeper, more intentional form of listening that allows you to understand not just what someone is saying, but what they truly care about. It’s the difference between telling a story and telling their story.

And in today’s fragmented, fast-moving world, that’s a difference that matters.

Why Listening Is the Secret to Great Storytelling

Storytelling isn’t about spotlighting yourself—it’s about helping someone see themselves. It’s about revealing a path from struggle to possibility that resonates so deeply, they can’t help but pay attention.

But how do you tell a story that lands like that?

You have to know your audience. Not just demographically, but emotionally. You need to understand their fears, their frustrations, their motivations, and their aspirations. And that kind of insight doesn’t come from assumptions or surface-level conversation—it comes from deep listening.

As the team at CI2 Advisors puts it, “For the story to be powerful, it has to be about an individual with struggles that the person you’re talking to can relate to.”

That’s why storytelling without listening is just broadcasting. And in today’s world, no one is short on broadcasts—they’re short on feeling heard.

The High Cost of Shallow Communication

The modern workplace is full of asynchronous messages: emails, DMs, slide decks, AI-generated reports. We’re communicating constantly, but connecting rarely.

Why?

Because real connection doesn’t happen through one-way messaging. It happens in conversation. In questions. In shared silence. In reflection. In empathy.

Yet most professionals are too busy, too distracted, or too focused on what they’re going to say next to actually listen.

As described in CI2’s transcript, “People are sending a lot of surface asynchronous messages about how great they are, but you don’t have time to really talk to people in a way [where] you bond and connect.”

And here’s the cost of that: missed opportunities for influence, insight, and impact. You can’t tell a meaningful story if you don’t know what your audience actually needs to hear. And you won’t know what they need to hear unless you’ve first taken the time to understand them.

That takes slowing down. It takes focus. And it takes relearning how to listen.

What Is Transformational Listening?

Transformational listening is more than just hearing. It’s a skill—a mindset—that allows you to truly see another person.

At CI2 Advisors, transformational listening means tuning into someone’s inner world with enough clarity that you can:

  • Understand the specific problems and challenges they’re facing
  • Recognize the emotional and relational dynamics at play
  • Identify the deeper aspirations behind their surface-level goals
  • Offer insight that feels tailored, not generic

This is not passive listening. It’s active empathy.

And when done well, it allows you to craft stories that are not only engaging, but deeply relevant. Stories that sound like the voice in someone’s own head. Stories that prompt real change.

That’s the storytelling sweet spot. But you can’t reach it without listening first.

Why Storytelling Without Listening Fails

Let’s make this practical.

Imagine you’re a financial advisor trying to help someone plan for retirement. You could lead with a story about maximizing 401(k) returns. Sounds smart, right?

But if you’d listened more closely, you might’ve discovered that what’s keeping your client up at night isn’t market volatility—it’s whether they’ll be able to pay for their daughter’s college and still retire at 65. Now that’s the story that would resonate.

Or maybe you’re a CEO leading a company through change. You prepare a rousing speech about innovation and performance. But your team is quietly worried about burnout and job security. If you’d practiced transformational listening, you could’ve addressed those fears—and your story would’ve inspired trust, not eye rolls.

These disconnects happen every day. Not because leaders or professionals don’t care, but because they skip the listening and jump straight to the telling.

And when that happens, the story misses the mark.

The Noise Problem: Why Listening Is Harder Than Ever

Today’s professionals aren’t just distracted—they’re overwhelmed. According to the CI2 transcript, people are “being bombarded with so many channels of communication, and their priorities shift on a dime.”

In that environment, deep listening becomes a rare and valuable skill.

We’re trained to multitask. We reward speed over depth. We measure communication in output, not outcomes. But storytelling is a human craft—and humans don’t respond to noise. They respond to resonance.

If you want your message to land, you have to cut through the chaos. And the only way to do that is to start with listening.

Because when someone feels heard, they open up. And when they open up, they reveal the very information that can turn your next message into a story that actually matters.

How to Become a Better Listener (And, Therefore, a Better Storyteller)

So how do you build this skill? How do you develop the kind of listening that leads to truly powerful storytelling?

Here are five principles to practice, drawn from CI2’s transformational communication philosophy:

1. Slow Down the Conversation

Fast conversations lead to surface-level answers. If you want depth, you need to create space for it. That means:

  • Asking one thoughtful question at a time
  • Allowing pauses
  • Resisting the urge to jump in with advice or opinions
  • Staying fully present

People reveal more when they don’t feel rushed. Slowing down signals that you care—and that trust leads to better storytelling fodder.

2. Ask Open-Ended, Emotionally Intelligent Questions

Instead of “What are your goals?”, ask “What’s most important to you right now?”
Instead of “How’s work?”, ask “What’s been the most rewarding (or challenging) part of your week?”

Good questions invite stories. Great questions uncover why those stories matter.

3. Listen for the Struggle Behind the Situation

People often present their problems as practical—time management, revenue growth, leadership issues. But underneath those are emotional drivers: fear, insecurity, ambition, legacy.

Transformational listening means tracking both levels. You’re listening not just to what’s said, but to what’s meant.

This is where your most powerful story ideas will come from.

4. Mirror What You Hear

One of the fastest ways to build trust is to reflect what someone just told you, in your own words.

Example:
“What I’m hearing is that you’re carrying a lot of pressure to succeed, but you’re also worried that it’s coming at the cost of your health. Is that right?”

This validates the person’s experience—and it gives you a clear emotional thread to build a relevant story around later.

5. Practice Empathy, Not Performance

Don’t listen with the intent to respond. Listen with the intent to understand. This isn’t a performance. You’re not waiting for your turn to speak or tell a clever anecdote. You’re practicing humility—and that humility is what makes your eventual story resonate.

Where AI Fits In—And Where It Doesn’t

In today’s workplace, AI is everywhere. And rightly so. It boosts productivity, aids decision-making, and handles repetitive tasks with precision.

At CI2, we believe in the power of AI. But we also believe it’s not enough.

As stated in the transcript: “Without the soft skills of human connection and storytelling, we don’t think [AI] is going to be effective.”

In other words, AI might help you tell a story faster—but it can’t tell the right story unless you, the human, have done the listening first.

The most effective professionals in the future won’t be those who rely solely on automation. They’ll be the ones who can integrate AI with transformational human skills—like listening, empathy, and storytelling.

Final Thought: Listening Is the Shortcut to Relevance

In a noisy world, storytelling is how we reach people.

But great storytelling doesn’t start with talking. It starts with listening.

If you want your stories to matter—if you want to lead, inspire, influence, or sell—don’t just tell your story. Learn to hear theirs first.

Listen so deeply that they feel understood.
Understand so clearly that you can speak into their struggle.
And when you do speak, tell a story that could only come from someone who truly listened.

Because the best stories aren’t written from imagination alone.
They’re discovered—in the quiet moments, the curious questions, the empathetic pauses—where one human truly hears another.

About CI2 Advisors
CI2 Advisors helps organizations communicate more effectively by combining the science of leadership with the art of human connection. We teach professionals how to listen deeply, tell stories that matter, and build relationships that transform teams, businesses, and lives. Learn more at ci2advisors.com.

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Stacey Wber

Managing Partner
Education:

Stacey has deep experience in product management. After managing products and product management teams for 10 years, she joined Pragmatic Institute (formerly Pragmatic Marketing), teaching thousands of product management professionals the functional skills they needed to manage products in a profitable way. In 2018, she started her own company, Soaring Solutions, LLC, providing custom training development and delivery, coaching, and consulting for Product Management & Marketing teams. Stacey also collaborated to create the Quartz Open Framework, Product Growth Leaders, and Market-Driven Business.

Over these 25 years, Stacey repeatedly noticed that understanding the form and function of the job does not necessarily ensure success in product management. Product professionals also need to understand people — how to form authentic relationships quickly, even in a virtual world. They need to know how to connect and understand their teams and their markets, so they can inspire their companies, their teams, and their market’s buyers, users, and influencers. Stacey became a Managing Partner at CI2 Advisors because their Dynamic Relationship ModelTM will help close this gap, elevating the business outcomes and career trajectory of Product Managers and Product Marketing Managers. She’s excited to help you learn, practice, and apply these “soft skills” for greater alignment, productivity, profitability, and pleasure in your job.

The Cost of Miscommunication: Reflecting on its Impact and Opportunities for Improvement

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John Geraci

Founder & Managing Partner
Education:

John had over 40 years of executive leadership before becoming the Founder and CEO of Ci2 Advisors. His prior experiences includes: President at Information Associates, President at BlessingWhite (now GP Strategies), Partner at The Complex Sale, Executive VP at Advent Software, and Managing Partner at Unlimited Connections Consulting. John has also served on the boards of companies like ASM International, TraderTools, and FolioDynamix, as well as being an Advisor to the CEO at SCRA.

When John reflects on his time in executive level leadership, he realizes that effective communication was the leading factor in determining success or failure for business objectives. As the world of work began to change, John knew that communication would be even more difficult to convey effectively, and being about to connect with, understand, and inspire customers would be harder to do than ever – that is why he founded Ci2 Advisors. His passion for this work stems from his belief that when customers feel heard and understood, amazing things can happen within your customer relationships and overall business performance.