ken L Roberts

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October 06, 202510 min read

How to Be a Good Storyteller in 5 Easy Steps

With the right approach, you can collect better material, refine it into engaging narratives, and deliver stories that land every time.

Step 1: Build your story toolbox (start collecting gold)

The first step to improving your storytelling is having a steady supply of material to work with, which is why every great storyteller keeps a “story toolbox.” Think of it as your personal bank of moments, experiences, and observations you can draw from whenever you need to connect with others. It’s all about capturing small but meaningful moments from everyday life before they fade from memory.

Your toolbox can take any form: a Google Doc, the Notes app on your phone, Evernote, or even a pocket-sized notebook you carry with you. The format doesn’t matter nearly as much as the habit of consistently recording stories when they happen. Start by jotting down five recent moments that sparked a reaction from others—maybe a funny mistake, an embarrassing situation, a surprising twist, or a time when things went completely wrong but ended up working out. These are the raw materials of compelling storytelling.

To make your collection more useful, organize stories into categories like work, travel, family, learning experiences, or random encounters. Over time, this system gives you a wide range of options to choose from depending on the audience and setting. By adding new stories every week, you’ll build a library of engaging material that ensures you’re never caught off guard when it’s your turn to speak. And if you don’t trust yourself enough to stick to the habit, read these tips to help get you into the routine.

Step 2: Cut the fluff that kills your story

Once you’ve built a collection of stories, the next challenge is making sure they’re actually enjoyable to listen to. Most people unintentionally drag down their stories with unnecessary details, long-winded setups, and tangents that don’t matter. We've all suffered through someone saying "I was taking a vacation to New Jersey, or was it New York? Actually, let me think, I think it was Boston, but this was during the recession in 2008, so maybe it was a different year..." while everyone silently prays for an escape route. That’s the kind of fluff you need to eliminate.

The best way to refine your story is to start big and then trim it down. Write out the entire story in full detail first—dates, names, locations, and all the background you can remember. Then, go through and cut everything that doesn’t directly move the story forward or make it more engaging. Does the listener really need to know what the weather was like? Does the exact date or city change the impact? If not, it’s fluff.

A simple rule of thumb is to start the story later than you think and end it sooner. People don’t need ten minutes of context before you get to the interesting part, and they don’t need every loose end tied up after the punchline lands. By tightening the story, you’re doing your audience a favor—keeping their attention and making the payoff more satisfying.

You’ll often find that trimming about 30% of your first draft makes the story much stronger. With the fat cut out, the core message becomes clearer and the pacing more natural. This is how you go from a rambling anecdote people politely endure to a polished story people actually remember.

Step 3: Know your point before you start talking

A story without a purpose almost always falls flat. If you’ve ever ended with a weak “So, yeah…” you’ve experienced what happens when a story has no clear direction. Listeners feel like their time was wasted, and you’re left frustrated that it didn’t land the way you hoped.

The solution is simple: decide on your point before you start talking. It doesn’t need to be profound—it just needs to be clear. Maybe the point is that you learned a lesson, someone surprised you, or a mistake taught you something valuable. Writing down each story in your toolbox with a short note like, “This moment taught me the importance of preparation” or “This shows why speaking up matters” keeps you focused.

If you can’t summarize the takeaway in one sentence, you’re likely not ready to tell the story yet. But once you know the point, everything else flows more naturally, the details you include feel purposeful, and you’re less likely to ramble or drift off track.

Step 4: Practice until it feels natural (not scripted)

Great storytelling isn’t about winging it or memorizing every line—it’s about practicing until your delivery feels smooth and genuine. The best storytellers rehearse their stories out loud, refine them with each run-through, and pay attention to how they come across, both in words and body language.

Start by recording yourself on your phone. Listening back is often eye-opening because what feels clear in your head may sound rushed, monotone, or rambling when spoken. Practicing in front of a mirror can help align your facial expressions and gestures with the emotions in your story, while recording video gives you the full picture of how you’re presenting yourself.

As you review, ask: Does my voice sound energetic? Am I using natural pauses to build suspense or let humor land? Do my expressions and posture match the mood of the story? These small adjustments make a huge difference in how engaging you sound.

Make sure you’re paying attention to timing, too. Most stories work best in two to three minutes: long enough to create impact but short enough to hold attention. With practice, your story won’t feel rehearsed and will flow as if you’re simply reliving the moment in front of your listener.

Step 5: Test your stories in safe spaces first

Before you bring a story into a job interview, presentation, or sales pitch, it’s smart to try it out in low-pressure settings. Friends, family, or trusted colleagues make great audiences because you can gauge their reactions without worrying about the stakes.

The key is to observe, not just ask. Most people won’t tell you directly if a story is boring, but their body language gives them away: If they lean in, laugh, or ask follow-up questions, you’re on the right track. If they check their phone, fidget, or look around the room, it’s a sign that the story needs work.

Make systematic adjustments when you notice weak spots: tighten the story if they seem restless, add emotion or vivid detail if it feels flat, slow down if they seem confused, or try reworking it with a sharper takeaway if the ending doesn’t land the way you imagined. This process of testing and tweaking helps you polish your delivery until the story consistently lands with your audience.

By practicing in safe spaces first, you build confidence and create a tested “repertoire” of stories that you can rely on in high-stakes moments.

Advanced Storytelling: How to Hook Anyone in 10 Seconds

Once you’ve built a foundation, the next step is learning how to capture attention immediately. Great storytellers don’t waste time easing in; they drop their listeners straight into the action. Instead of starting with long setups like “So I was on this trip…” try opening with the most dramatic or surprising moment, then circle back to fill in the context later. An opening line like, “I’m standing in Times Square at 2 AM when a guy in a hot dog costume walks up to me” hooks people instantly in a way a slow buildup never could.

Adding vivid details also makes your stories memorable. Instead of saying someone “looked weird,” describe the purple suit with yellow polka dots they were wearing. Small, concrete details make the scene come alive in your listener’s mind. Dialogue is another powerful tool. Quoting the exact words someone said—especially if they’re funny, shocking, or emotional—draws people into the moment more than a summary ever could: “She looked me straight in the eye and said, 'That's the dumbest idea I've ever heard'" is much more engaging than "She disagreed with my suggestion."

Equally important is how you tell the story: Your tone, expressions, and body language should match the emotion of the scene. People connect more deeply when they can see and hear what you felt, rather than just being told about it. And once you’ve captured their attention, end with a clear takeaway or twist that leaves them with something to think about. A good ending not only gives meaning to your story but also makes sure it sticks with your audience.

Common Storytelling Mistakes That Make People Zone Out

Even the best stories can flop if you fall into the traps that make listeners tune out. Here are the biggest mistakes to avoid:

Starting with generic openings that signal boredom ahead

Phrases like “So this one time” or “You’re not going to believe this” instantly lower expectations and make people brace for something unremarkable. A better approach is to jump straight into the action with vivid detail, like “Last Tuesday, I watched a man in a business suit chase a runaway pizza down Fifth Avenue.” Specificity and immediacy spark curiosity right away.

Including every single detail because you think it's all important

Most people bog their stories down with unnecessary background: what year it was, the exact weather, or every step that led up to the moment. The truth is, people only care about the conflict, surprise, or lesson. Cut anything that doesn’t directly move the story forward. Again, a good rule of thumb is to start later in the action and end sooner than you think.

Telling stories that only matter to you and nobody else

Stories about finding parking, getting a deal on groceries, or venting about minor inconveniences rarely land because they lack universal themes. Great stories resonate when they tap into something relatable, like learning from mistakes, overcoming challenges, or witnessing something surprising. Before telling a story, ask yourself (and answer with brutal honesty): Would I find this interesting if someone else told it?

Going on for more than five minutes without checking engagement

Attention spans are short, and long-winded stories without a clear destination quickly lose listeners. Watch for signs that people are losing interest; if they are, wrap up quickly rather than pushing through to your planned ending. Practicing your story at different lengths helps you adapt on the fly so you never overstay your welcome.

Forgetting to pause for reactions or questions

Storytelling isn’t a monologue. Leaving space for laughter, gasps, or questions makes your story feel interactive and draws people in. Simple prompts like “Can you imagine?” or “Has that ever happened to you?” turn your listeners into participants rather than passive spectators. Pauses also help your key points land more effectively, giving people a moment to process what you’ve said before you move on.

Using the same story in every situation whether it fits or not

Even your best story won’t land if it doesn’t fit the moment. The tale that gets laughs at a party may feel inappropriate in a client meeting. Build a variety of stories—professional wins, funny mistakes, personal adventures—so you can match the right one to the right audience and context. Think of it like a toolkit: The more stories you have ready, the more adaptable you become in conversations, whether you’re networking, presenting, or just catching up with friends.

I'm no saint, and my guess is you aren't either (😄), but I have a huge desire to pass on what I've learned in my sixty plus years of following Jesus to other faithful followers, who will do the same.

Ken L Roberts

I'm no saint, and my guess is you aren't either (😄), but I have a huge desire to pass on what I've learned in my sixty plus years of following Jesus to other faithful followers, who will do the same.

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