These 3 Techniques Helped Me To Master Storytelling

How I Went From Putting People To Sleep To Having Them Ask Me For Stories.

Day 23??/100 I’m losing count.

Happy Sunday Content People,

I used to think storytelling was just for novels and campfires. Not something that belonged in "serious" business content.

I was wrong.

My conversion rates were flat, my bounce rates were high, and my boss was starting to ask questions I didn't have answers for.

If you're struggling to make your content connect with your audience, you're not alone. The business graveyard is littered with well-researched, factually perfect content that nobody actually finishes reading.

The stakes? Lost sales, wasted marketing dollars, and the slow death of your brand's voice in an overcrowded market.

But here's my offer to you: The three storytelling techniques that changed how I tell stories. Simple, little shifts in focus to keep a reader engaged.

I've tested these approaches across both B2B white papers and B2C email campaigns, and the results speak for themselves. Let me show you how to turn your next piece from "meh" to memorable.

1. Jump right into the action. AKA, start in the middle

Instead of boring intros like:

"Last week, I had an important client meeting where I made a significant mistake in my presentation."

Try this:

"The slide with the completely wrong revenue numbers glared at me from the projector as twelve executives leaned forward in unison. My mouth went dry as the CFO slowly removed her glasses, squinting at the decimals I'd misplaced. 'Those figures seem... ambitious,' she said."

This works because it yanks the reader straight into the tension. No setup, just immediate stakes. Perfect for LinkedIn posts where you need to grab attention in 0.3 seconds before someone keeps scrolling.

2. Paint with specific details

Instead of generic fluff:

"Our product launch was challenging but ultimately successful."

Try concrete specifics:

"Three energy drinks sat crushed on my desk as the clock hit 2:37 AM. Our developer Slack channel hadn't been silent for more than 30 seconds all night. 'Server capacity at 92%,' read the last message before my phone buzzed with a notification: '10,000 users signed up in the first hour.'"

Specific details make things memorable. They create mini-movies in people's minds. And most importantly, they signal authenticity. Generic stories feel like fiction. Specific ones feel like truth.

Numbers make things tangible. It feels real.

3. Create natural bridges to your offer

Forced transitions are painful:

"And that's why teamwork matters! Speaking of teams, check out our new team management software..."

Instead, let your story naturally reveal the solution:

"I stared at our team's work logs that Friday afternoon—twelve different tools, four contradicting priorities, and zero alignment. That's when it hit me: our chaos wasn't a people problem. It was a systems problem. By Monday morning, I'd built the first prototype of what would eventually become ProjectSync."

The difference? The second version shows how the problem CREATED the solution. The bridge feels earned, not forced.

The best part about these techniques? They work for any kind of story:

  • Customer testimonials

  • Origin stories

  • Case studies

  • Sales emails

  • Social media posts

Try picking just ONE technique to focus on this week.

I am by no means a pro at this. Being a great story teller is a lifelong endeavor, and one I’m enjoying the journey of.

✌️ Tim "In Medias Res" Hanson
CMO @Penfriend.ai

P.S. Got any embarrassing work stories? They make the best content. One of my best posts ever was about sending a client a doc with "insert impressive jargon here" still in the comments. Sometimes our mistakes make the most relatable stories.

We are only human after all.

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