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Matthew Dicks: The Storytelling Expert

Sep 3, 2024 2h 1m 74 insights
Master storyteller Matthew Dicks unveils the hidden blueprint behind stories that win million-dollar deals, transform resistant teams, and turn skeptical investors into champions. Learn why most leaders tell stories that fail, and discover the counterintuitive techniques that make audiences lean in, remember, and act. From high-stakes boardrooms to viral TED talks, Dicks reveals the psychological triggers that turn everyday moments into weapons of mass persuasion. (00:00:00 Intro (00:03:28) What makes a good story (00:06:57) Stories vs anecdotes (00:08:29) A Story: The Spoon of Power (00:17:42) The art of story architecture (00:21:28) Create compelling stories (00:36:30) Common mistakes & how to fix them (00:55:01) Strategic Listening (01:03:32) Can you lie in stories? (01:05:10) 'And' stories vs. 'but / therefore' stories (01:10:05) Finding engaging stories in everyday life (01:20:05) Structuring a story (01:24:00) Storytelling for an unforgettable brand (01:31:20) Learn confidence (01:38:40) Writing vs telling a story (01:51:53) Teach kids to love writing (01:55:15) Define success Newsletter The Brain Food newsletter delivers actionable insights and thoughtful ideas every Sunday. It takes 5 minutes to read, and it’s completely free. Learn more and sign up at https://fs.blog/newsletter/ Upgrade If you want to hear my thoughts and reflections at the end of the episode, join our membership: ⁠⁠⁠⁠⁠⁠⁠https://fs.blog/membership/⁠⁠ and get your own private feed. Follow Me: Instagram: https://www.instagram.com/farnamstreet Linkedin: https://www.linkedin.com/in/shane-parrish-050a2183/ --
Actionable Insights

1. Prioritize Audience Needs

Successful storytellers prioritize what the audience actually wants to hear and experience, rather than what the storyteller personally wants to describe or convey.

2. Define Single End Message

Begin by determining the single, clear message or point you want to convey at the end, as trying to say too many things results in saying nothing impactful.

3. Create Story Arc with Contrast

Ensure the beginning of your story is in direct contrast to its end, creating a clear arc of change over time.

4. Structure Stories Around Change

Ensure your story is about change over time, typically a realization, making it more interesting than just reporting events.

5. Compel Audience to Listen

Acknowledge that audiences need a compelling reason to listen; relentlessly entertain and provide value to be appreciated and impactful.

6. Optimize Story Beginnings

Launch stories at the most engaging point, avoiding wasting the beginning with explanations or background information.

7. Practice Vulnerability

Embrace vulnerability in storytelling; initial fear gives way to extraordinary audience connection with practice.

8. Share Vulnerabilities

Share your “stupidities, shames, and foolishnesses” to foster deep connection, as audiences value authenticity.

9. Tell Your Own Stories

Prioritize telling your own stories over others’ to convey vulnerability and connect more deeply with the audience.

10. Connect Emotionally, Not Literally

Aim for the audience to connect with feelings or thoughts, not exact events, for deeper story impact.

11. Engage with 4 Story Elements

Incorporate stakes, suspense, surprise, and humor to keep the audience engaged and entertained.

12. Remember Story Beats

Instead of memorizing stories or speeches, remember the key beats and events for natural, adaptable delivery.

13. Adapt Story Delivery

Know your content but not exact wording, allowing you to read the audience and pivot for a personal talk.

14. Embrace Imperfection for Connection

Allow for imperfections in storytelling; they signal authenticity and make the audience feel spoken to.

15. Tailor Talks to Audiences

Adapt content and delivery based on the specific audience, rather than delivering a generic, memorized speech.

16. Connect Scenes with “But/Therefore”

Transform disconnected “and” stories into “but” and “therefore” narratives to create meaningful connections and motion.

17. Use “But” for Anticipation

Leverage the word “but” to signal a deviation from expectation, immediately creating anticipation for the next part.

18. Leverage Audience Imagination

Use general terms to activate audience imagination, allowing them to fill in details with their own powerful mental images.

19. Minimize Adjectives

Reduce adjectives, as audiences primarily want to know what you felt, said, and did, not extensive descriptions.

20. Make Details Relevant

Ensure any descriptive detail introduced early in a story is relevant later, to avoid consuming audience bandwidth unnecessarily.

21. Start with “Elephant” Stake

Begin your story with a clear, interesting “elephant” to immediately grab attention, even if it’s not the ultimate point.

22. Open with Humor

Make the audience laugh within the first 30-60 seconds of a story or talk to alleviate anxiety and signal competence.

23. Use Humor for Connection

Incorporate humor to change brain chemistry, making the audience feel closer, perceive intelligence, and listen better.

24. Use Personal Metaphors

Find personal life examples that serve as metaphors for business lessons to make them unforgettable and resonate.

25. Humanize Business Content

Translate business content into human, personal stories to make it resonate emotionally and become unforgettable.

26. Practice Strategic Listening

Actively analyze why content evokes specific reactions to understand and reproduce those elements in your storytelling.

27. Recognize Small Moments for Stories

Cultivate a mindset that recognizes everyday life is filled with potential stories, even tiny, seemingly insignificant moments.

28. Create Suspense Selectively

Generate suspense by strategically excluding some information while including just enough to make the audience wonder.

29. Employ “Hourglasses” for Anticipation

When the audience is eager, slow down the pace and make them wait to heighten anticipation.

30. Make Predictions (“Crystal Balls”)

Make explicit predictions about what might happen to engage the audience’s desire to see if they come true.

31. Deliver Speeches from Memory

Remember key points for speeches rather than memorizing or reading a script to sound authentic and live.

32. Structure Writing for Impact

Craft sentence and paragraph structure (e.g., punchlines as separate paragraphs) to mimic spoken pacing and impact.

33. Lead with Evidence, Not Topic

In engaging writing, lead with supporting details, allowing the audience to infer the main point, rather than starting with a topic sentence.

34. Allow Audience to Infer

Leave conclusions unsaid, trusting the audience to put pieces together, as people enjoy figuring things out on their own.

35. Drop Subjects for Punchy Writing

Experiment with dropping subjects in sentences (e.g., “Went to the store”) to make writing punchier and more action-oriented.

36. Foster Love of Writing

For children, prioritize fostering a love for writing over correcting mechanics, as enjoyment leads to practice and improvement.

37. Have Children Read Writing Aloud

Instead of correcting a child’s writing visually, have them read it aloud, as spoken words often convey more beauty.

38. Allow Multiple Writing Projects

Let children pursue multiple writing projects and abandon work if not good, mirroring professional writers.

39. Use a 6:1 Positive Feedback Ratio

When giving feedback, aim for six positive comments for every corrective one, delivering criticism gently and last.

40. Embrace Continuous Evolution

Define success as constantly evolving, being presented with new challenges and opportunities, rather than maintaining stasis.

41. Avoid Rigid Planning

Resist overly rigid long-term planning to preserve the opportunity to stumble upon new ideas and challenges.

42. Develop Strategic Storytelling Skills

Become more strategic in your storytelling to connect with people emotionally and identify their needs.

43. Prepare Re-engagement Anecdotes

Carry a few short, engaging anecdotes to use if the audience’s attention wanes, to re-capture their interest.

44. Avoid Over-Preparation

Do not be overly prepared or memorize content, as this traps you in delivery and prevents adaptation.

45. Generally Keep Stories in Moment

Most of the time, maintain stories within the immediate moment, unless there’s an extraordinary reason to jump ahead.

46. Open Stories with Action, Wonder

Start your story with an engaging mix of location, action, and wonder to immediately hook the audience.

47. Deliver Meaningful Story Point

Have a clear point or message that leaves the audience feeling their time was well spent, offering new perspective.

48. Present Relatable Problems

In trailers or hooks, clearly present a relatable problem without revealing the solution, to build curiosity.

49. Open Podcasts with Questions

For podcasts, start by presenting a question or identifying an audience need to immediately grab attention.

50. Analyze Content Mechanics

Develop the habit of pulling apart content to understand its mechanics, recognizing what works for effective storytelling.

51. Describe by “Is Not”

Describe things by what they “are not” rather than what they “are” to create dynamic, energized sentences.

52. Create Lasting Impact with Vulnerability

Be courageous enough to share vulnerable, personal stories, as they create lasting “markers” in people’s lives.

53. Don’t Fear Vulnerability Judgment

Do not fear judgment when sharing vulnerable stories, as audiences typically respond with kindness and appreciation.

54. Remember, Don’t Memorize

Remember the flow and key elements of your story rather than memorizing exact words, for authentic delivery.

55. Adapt Story Elements to Audience

Adjust story elements (humor, emotion) based on audience and context for maximum impact and connection.

56. Tell Process Stories

Share compelling stories about the process of your work (e.g., how a book was written) to engage audiences interested in the “how.”

57. Build Investment with Journey Stories

When promoting, tell stories about the creation journey rather than just content, to build audience investment.

58. Recognize Emotionally Impactful Moments

Pay attention to moments that evoke strong emotions or “sear in your brain,” as these often contain powerful stories.

59. Relate to Universal Behaviors

Incorporate universally relatable human behaviors (e.g., playing it cool) to connect with the audience through shared experience.

60. Employ Non-Chronological Structures

Consider starting a story in the middle and flashing back to avoid boring chronological narratives and maintain engagement.

61. Temper Hero Stories with Vulnerability

If appearing as a hero, temper the story with vulnerability and mistakes to be more relatable and avoid self-aggrandizement.

62. Use Humor for Boring Content

Employ humor to make boring parts of stories or data presentations more engaging and palatable.

63. Heighten Contrast with Humor

Make the audience laugh just before delivering a terrible part of a story to increase emotional contrast.

64. Humor for Post-Difficulty Relief

After sharing a difficult part, use humor to provide the audience with a moment of relief and processing.

65. Use Locations to Activate Imagination

Start scenes with clear locations to activate the audience’s imagination, allowing them to visualize the setting.

66. Maintain Audience Engagement

Constantly ask if the audience would care if the story stopped, striving for engagement even through interruptions.

67. Use Humor/Suspense for Boring Parts

When facing unavoidable boring parts, proactively make them suspenseful or funny to maintain audience engagement.

68. Prioritize Strong Structure

Focus on proper story structure—starting right, landing on meaning, avoiding nonsense—as more critical than perfect sentences.

69. Three Quick Storytelling Improvements

To quickly improve, ensure good structure, adequate performance, and concise content.

70. Increase Suspense with Information

Providing more information (without revealing the full answer) can paradoxically increase suspense and curiosity.

71. Cultivate Audience Eagerness

Strive to make your audience happy you’re still talking, eager for the next thing, by consistently providing reasons to listen.

72. Support Podcasts by Following

If you enjoy a podcast, hit the follow button to help the show attract better guests.

73. Join Membership for Learning

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74. Use Overlap for Podcast Curation

Try the Overlap app to use AI-driven curation to discover and learn from the best podcast moments.