Lenny’s Podcast · Podcast episode · Communication & influence · PM career & craft

How to tell better stories

Lenny Rachitskywith Matthew DicksDec 15, 2023142 min♥ 163
SourceLenny’s Podcast
KindPodcast episode
PublishedDec 15, 2023
Readers♥ 163
Originallennysnewsletter.com ↗
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Matthew Dicks, a 59-time Moth Story Slam winner, elementary school teacher, and author of the book Storyworthy, discusses how to tell better stories. The conversation covers the core structure of stories built around a single moment of change, practical tools like stakes and humor, and how storytelling can make business communication memorable.

01Key learnings

  • Build every story around one five-second moment of transformation or realization, and make the rest of the story context that leads to it.
  • Start stories as close to the end as possible, because the ending moment determines what you need to say and where to begin.
  • Apply the dinner test: tell stories the way you would at a dinner table, only slightly elevated, without performance tricks like unattributed dialogue.
  • Tell stories about yourself rather than others, since vulnerability is what makes an audience connect; avoid vacation stories unless a real moment of change happened.
  • Keep audiences hooked by continually adding stakes, using tools like crystal balls, hourglasses, backpacks, breadcrumbs, and an opening elephant, rather than front-loading them all.
  • Assume no one wants to hear what you have to say, and use stakes, surprise, suspense, and humor to keep listeners engaged.
  • Practice Homework for Life by logging one or more daily moments in a simple spreadsheet, building a bank of stories you can deploy later in business.
  • Use theme and message adjacency: find a personal story sharing the same meaning as your product or idea rather than matching content directly, and insert personal details that create connection.
“Our minds are not designed to remember a pie chart or facts or statistics or platitudes or ideas that are not attached to imagery.”Matthew Dicks · Lenny’s Podcast · 00:00:00
“The shortest version of every story is the best version of every story.”Matthew Dicks · Lenny’s Podcast · 00:22:24
“Storytelling is not about facility with the language or your vocabulary. It's all about decision-making.”Matthew Dicks · Lenny’s Podcast · 01:16:59

02Frameworks mentioned

Summary and takeaways written by PM Atlas; quotes are short excerpts. © the original author.