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The Digital Contrarian

The Digital Contrarian

Auteur(s): Ryan Levesque
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À propos de cet audio

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.

© 2025 The Digital Contrarian
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Épisodes
  • TDC 067: 3-Part "RTR" AI Business Model Opportunity
    Sep 27 2025

    TDC 067: 3-Part "RTR" AI Business Model Opportunity

    The market is shifting beneath our feet and most people have no idea it's happening.

    Episode Summary:

    In this episode of The Digital Contrarian, host Ryan Levesque reveals a massive shift taking place in the market right now that connects falling Meta ad costs, massive AI infrastructure deals, and the future of digital business.

    You'll learn about six major market observations Ryan's been tracking, discover why paid media costs are finally coming back to earth, and uncover the three-part RTR AI business model opportunity that most entrepreneurs are completely missing.

    Question of the Day 🗣️

    Have you noticed any shifts in your market over the last few months? What are you seeing that others might be missing?

    Key Take-aways

    • Paid media costs on Meta are at their lowest levels in over a year for the first time in nearly two years
    • Major AI infrastructure deals (300BOracle−OpenAI,300B Oracle-OpenAI, 300BOracle−OpenAI,100B NVIDIA-OpenAI) signal a fundamental market shift
    • A three-part RTR AI business model opportunity exists for those who take action now
    • Most entrepreneurs are unaware of this shift, creating a major competitive advantage
    • Live town hall registration is capped at 300 attendees and expected to fill quickly

    Timestamped Outline ⏱️

    00:00 – Welcome to Episode 67
    00:33 – Six major market observations taking shape
    00:58 – Paid media costs finally coming back to earth
    01:40 – Major AI infrastructure deals reshaping the landscape
    02:25 – The market shift most people are missing
    02:58 – Announcing live town hall event
    03:25 – Three important registration details
    04:05 – Keeping today's episode short

    Links & Resources 🔗

    • Issue #064 of The Digital Contrarian – "Surprising (Non-AI) Trend Taking Shape" → https://ryanlevesque.net/surprising-trend-taking-shape/
    • $100 Billion OpenAI deal with NVIDIA → https://www.cnbc.com/2025/09/24/nvidia-openai-investment-in-cash-mostly-used-to-lease-nvidia-chips.html
    • Meta's 'Vibes' Short-Form Video Feed of AI Slop → https://techcrunch.com/2025/09/25/meta-launches-vibes-a-short-form-video-feed-of-ai-slop/

    Connect & CTA 🎯

    👉 Enjoyed this? Subscribe & leave a review.

    🎁 Join 100 000+ digital entrepreneurs who get Ryan's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://ryanlevesque.net/join-the-digital-contrarian/

    Credits

    Host: Ryan Levesque

    © 2025 RL & Associates LLC. All rights reserved.

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    4 min
  • TDC 066: A Crazy Person's Guide to Living Life in an AI World
    Sep 20 2025

    TDC 066: A Crazy Person's Guide to Living Life in an AI World

    Each ChatGPT usage category reveals what humans are desperately craving in an AI-saturated world.

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque dives into OpenAI's first-ever ChatGPT usage study.

    You'll learn how each AI usage category reveals human hunger for authentic connection, discover the "Return to Real" opportunity hiding within seven major verticals, and uncover why the world needs more heart, humor, and humanity and not more artificial intelligence.

    Question of the Day 🗣️

    Which of the seven wedges resonates most with YOUR life right now? Where are you craving more "real" and less "artificial"?

    Key Take-aways

    • Every AI usage category reveals where people are yearning for what's deeply human and authentic
    • Personal writing (18%) shows hunger for genuine voice—opportunities in storytelling and book clubs
    • Tutoring (10.2%) reveals desire for someone who sees you—think micro schools and apprenticeships
    • Health/fitness (5.7%) shows craving to feel alive—outdoor adventure travel is fastest growing tourism
    • The subtext of all AI usage: people want more time doing what's really meaningful and precious

    Timestamped Outline ⏱️

    00:00 – A crazy person's guide to living in an AI world
    01:16 – OpenAI's groundbreaking usage study revealed
    02:30 – The overlooked angle everyone's missing
    03:27 – Why each AI vertical reveals human hunger
    04:08 – Wedge #1: Personal Writing (18%) - Heart, Humor, Humanity
    04:50 – Wedge #2: Tutoring (10.2%) - Hands in the Dirt
    05:06 – Wedge #3: How-To Advice (8.5%) - Going Analog
    05:46 – Wedge #4: Health & Fitness (5.7%) - Best Things Don't Scale
    06:17 – Wedge #5: Translation (4.5%) - Oxytocin Over Dopamine
    07:03 – Wedge #6: Programming (4.2%) - Category of One
    07:51 – Wedge #7: Products (2.1%) - Between Death and Danger
    08:26 – The real subtext behind all AI usage
    09:03 – Why I stay up past midnight beating this drum
    09:42 – Your call to action: Bang your drum

    Links & Resources 🔗

    OpenAI ChatGPT Usage Study (NBER Working Paper) → https://www.nber.org/system/files/working_papers/w34255/w34255.pdf
    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's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://ryanlevesque.net/join-the-digital-contrarian/

    Credits
    Host: Ryan Levesque
    © 2025 RL & Associates LLC. All rights reserved.


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    11 min
  • TDC 065:The AI Battle Brewing Beneath the Surface Plus 27 Vermont Farm Mastermind Takeaways
    Sep 13 2025

    TDC 065:The AI Battle Brewing Beneath the Surface Plus 27 Vermont Farm Mastermind Takeaways

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque dives into the $1.5 billion Anthropic settlement and its implications for content creators.

    You'll learn why we may be exiting the "Napster era" of AI, discover the contrarian content strategy behind our first viral YouTube video, and explore 27 transformative insights from the Vermont Farm Mastermind Experience.

    Question of the Day 🗣️

    What's your biggest takeaway from the 27 Vermont insights? Which one could transform your business?

    Key Take-aways

    • The $1.5 billion Anthropic settlement signals a shift from the "Napster era" to the "Spotify era" of AI
    • YouTube may be the next AI battleground as the last non-AI powered search engine
    • Single source of truth content can generate viral breakthrough results (27K+ views in 18 weeks)
    • Strategic content ecosystems outperform shallow algorithm gaming every time
    • Vermont Farm Mastermind revealed 27 transformative business and life insights

    Timestamped Outline ⏱️

    00:00 – The AI battle brewing beneath the surface
    00:48 – $1.5 billion Anthropic settlement breakdown
    02:15 – From Napster era to Spotify era of AI
    03:40 – YouTube as the next AI battleground
    04:30 – Town Hall announcement: October 2nd
    05:35 – Unexpected YouTube breakthrough explained
    06:35 – Vermont Farm Mastermind experience
    07:25 – 27 takeaways from Maeve Ferguson's perspective

    Links & Resources 🔗

    • Issue #055 of The Digital Contrarian – "My Contrarian YouTube Strategy" → https://ryanlevesque.net/podcast/tdc-055-my-contrarian-youtube-strategy-building-a-strategic-content-ecosystem-part-2/
    • Issue #031 of The Digital Contrarian – "Cultivating Influence vs. Chasing Attention" → https://ryanlevesque.net/cultivating-influence-vs-chasing-attention/
    • Vermont Farm Mastermind Takeaways → https://maeveferguson.substack.com/p/27-takeaways-from-ryan-levesques
    • Check if your videos were scraped → https://www.theatlantic.com/technology/archive/2025/09/youtube-ai-training-data-sets/684116/
    • The Digital Contrarian newsletter → http://thedigitalcontrarian.com/

    Connect & CTA 🎯

    👉 Enjoyed this? Subscribe & leave a review on Apple Podcasts.

    🎁 Join 100 000+ digital entrepreneurs who get Ryan's "Strategic Insights for Digital Entrepreneurs Who Think Differently" every weekend: https://ryanlevesque.net/join-the-digital-contrarian/

    Credits

    Host: Ryan Levesque
    © 2025 RL & Associates LLC. All rights reserved.

    Voir plus Voir moins
    7 min
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