TDC #083 Part 4: The "Contrarian Canon" (Continued)
Sun Jan 18 2026
TDC #083 Part 4: The "Contrarian Canon" (Continued)
In this episode of The Digital Contrarian, host Ryan Levesque makes the case for storytelling as THE differentiator in a post-AI world—and shares a practical toolkit you can apply immediately.
You'll learn the three story types every creator needs, five contrarian tips for compelling stories, and how his kids flipped a $169 parka for $329 on eBay in 20 minutes using nothing but storytelling.
Question of the Day
What's one story from your life or business that you've never told publicly—but probably should? Drop it in the comments.
Key Take-aways
Storytelling is becoming the ultimate differentiator in a post-AI content landscapeRaw, imperfect moments create tension—polished AI content can't replicate thatThree story types give you a framework for any situationStories sell faster than features (a $130 profit in 20 minutes proves it)OpenAI launching ads in ChatGPT—predicted back in Issue 20
Timestamped Outline
0:00 – Introduction: The Contrarian Canon Part 4
0:08 – Embarrassing mistake: Getting "canon" wrong
0:46 – ChatGPT can't make human mistakes
0:52 – OpenAI launches ads (predicted in Issue 20)
1:08 – Kids building retail arbitrage business
1:27 – $130 profit in 20 minutes using stories
1:54 – How stories made the sale happen fast
2:06 – Focus: Storytelling and selling your stuff
2:26 – Most scalable post-AI business skill
2:35 – Why storytelling creates connection
2:44 – Polished AI content vs. raw human stories
3:00 – Bear in the woods: Raw moments create tension
3:13 – Three story types breakdown
3:24 – Practical storytelling toolkit for business
3:37 – Link to full issue in description
3:46 – Closing thoughts and sign-off
Links & Resources
Issue 056 of The Digital Contrarian – "Why Storytelling Might Be the Most Scalable Post-AI Business Skill" → https://ryanlevesque.net/storytelling-the-most-scalable-post-ai-business-skill/Issue 056 Video → https://youtu.be/emJpLp9bLvkIssue 020 of The Digital Contrarian – "Going Analog: Contrarian Business Strategy 2025" (OpenAI Ads Prediction) → https://ryanlevesque.net/going-analog-contrarian-business-strategy-2025/Return to Real Book Waitlist → https://ryanlevesque.net/return-to-real-book/The Digital Contrarian Newsletter → https://thedigitalcontrarian.com
Connect & CTA
Enjoyed this? Subscribe & leave a review on Apple Podcasts.
Join 100,000+ digital entrepreneurs who get Ryan Levesque's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://thedigitalcontrarian.com
Credits
Host: Ryan Levesque © 2026 RL & Associates LLC. All rights reserved.
More
TDC #083 Part 4: The "Contrarian Canon" (Continued) In this episode of The Digital Contrarian, host Ryan Levesque makes the case for storytelling as THE differentiator in a post-AI world—and shares a practical toolkit you can apply immediately. You'll learn the three story types every creator needs, five contrarian tips for compelling stories, and how his kids flipped a $169 parka for $329 on eBay in 20 minutes using nothing but storytelling. Question of the Day What's one story from your life or business that you've never told publicly—but probably should? Drop it in the comments. Key Take-aways Storytelling is becoming the ultimate differentiator in a post-AI content landscapeRaw, imperfect moments create tension—polished AI content can't replicate thatThree story types give you a framework for any situationStories sell faster than features (a $130 profit in 20 minutes proves it)OpenAI launching ads in ChatGPT—predicted back in Issue 20 Timestamped Outline 0:00 – Introduction: The Contrarian Canon Part 4 0:08 – Embarrassing mistake: Getting "canon" wrong 0:46 – ChatGPT can't make human mistakes 0:52 – OpenAI launches ads (predicted in Issue 20) 1:08 – Kids building retail arbitrage business 1:27 – $130 profit in 20 minutes using stories 1:54 – How stories made the sale happen fast 2:06 – Focus: Storytelling and selling your stuff 2:26 – Most scalable post-AI business skill 2:35 – Why storytelling creates connection 2:44 – Polished AI content vs. raw human stories 3:00 – Bear in the woods: Raw moments create tension 3:13 – Three story types breakdown 3:24 – Practical storytelling toolkit for business 3:37 – Link to full issue in description 3:46 – Closing thoughts and sign-off Links & Resources Issue 056 of The Digital Contrarian – "Why Storytelling Might Be the Most Scalable Post-AI Business Skill" → https://ryanlevesque.net/storytelling-the-most-scalable-post-ai-business-skill/Issue 056 Video → https://youtu.be/emJpLp9bLvkIssue 020 of The Digital Contrarian – "Going Analog: Contrarian Business Strategy 2025" (OpenAI Ads Prediction) → https://ryanlevesque.net/going-analog-contrarian-business-strategy-2025/Return to Real Book Waitlist → https://ryanlevesque.net/return-to-real-book/The Digital Contrarian Newsletter → https://thedigitalcontrarian.com Connect & CTA Enjoyed this? Subscribe & leave a review on Apple Podcasts. Join 100,000+ digital entrepreneurs who get Ryan Levesque's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://thedigitalcontrarian.com Credits Host: Ryan Levesque © 2026 RL & Associates LLC. All rights reserved.