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The Digital ContrarianAuthor: Ryan Levesque
Welcome to The Digital Contrarian, where we explore strategic insights for digital entrepreneurs who think differently. Hosted by Ryan Levesque, 7x Inc. 5000 CEO and 2x #1 Best-Selling Author who has generated over 100 million in revenue and sold two companies, this podcast delivers the audio edition of his popular weekly newsletter.Each episode examines the intersection of digital business, strategic thinking, and authentic entrepreneurship in our rapidly evolving AI-driven landscape. Ryan shares contrarian perspectives on what's changing, what's working, and what's next for entrepreneurs building meaningful businesses that align with their values.Whether you're navigating the shift from surface-level tactics to purpose-driven work, exploring the "Return to Real" movement, or seeking to build a category-of-one business in an increasingly noisy digital world, you'll find frameworks and insights designed for second-mountain entrepreneurs ready to think beyond conventional wisdom.Join over 100,000 digital entrepreneurs who receive Ryan's strategic insights every weekend, now available in audio format for deeper exploration while you're on the move, exercising, or living your return-to-real life beyond the screen. Language: en-us Genres: Business, Entrepreneurship, Marketing Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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TDC #083 Part 4: The "Contrarian Canon" (Continued)
Episode 83
Saturday, 17 January, 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 DayWhat's one story from your life or business that you've never told publicly—but probably should? Drop it in the comments.Key Take-awaysStorytelling 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 20Timestamped Outline0:00 – Introduction: The Contrarian Canon Part 40:08 – Embarrassing mistake: Getting "canon" wrong0:46 – ChatGPT can't make human mistakes0:52 – OpenAI launches ads (predicted in Issue 20)1:08 – Kids building retail arbitrage business1:27 – $130 profit in 20 minutes using stories1:54 – How stories made the sale happen fast2:06 – Focus: Storytelling and selling your stuff2:26 – Most scalable post-AI business skill2:35 – Why storytelling creates connection2:44 – Polished AI content vs. raw human stories3:00 – Bear in the woods: Raw moments create tension3:13 – Three story types breakdown3:24 – Practical storytelling toolkit for business3:37 – Link to full issue in description3:46 – Closing thoughts and sign-offLinks & ResourcesIssue 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.comConnect & CTAEnjoyed 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.comCreditsHost: Ryan Levesque © 2026 RL & Associates LLC. All rights reserved.
