• TDC 069: The Circular AI Money Shell Game?? | What To Do About The AI Bubble That May Soon Be Coming To an End
    Oct 11 2025

    TDC 069: The Circular AI Money Shell Game?? | What To Do About The AI Bubble That May Soon Be Coming To an End

    The AI bubble may be closer to popping than you think—and the evidence is hiding in plain sight.

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque goes into the current state of the AI bubble and where we might be on the hype cycle curve.

    You'll learn why enterprise AI adoption is actually declining, discover the circular money shell game happening between major AI players, and uncover a potential opportunity hiding in OpenAI's recent job postings that could rival the early days of Facebook Ads.

    Question of the Day 🗣️

    Where do YOU think we are on the AI bubble curve? Share your perspective in the comments below!

    Key Take-aways

    Enterprise AI adoption has fallen from 14% to 12% between June and August 2025—unprecedented for any new technology
    The NASDAQ curves from the dot-com bubble (1998-2001) mirror today's AI-driven market almost identically
    Circular AI deals between OpenAI, Nvidia, and AMD echo the financial engineering that preceded past bubble crashes
    A single ChatGPT algorithm change wiped out $8 billion in Reddit's market value by reducing citations 86%
    OpenAI's recent job postings suggest an ad-supported model may be coming sooner than expected

    Timestamped Outline ⏱️

    00:00 – The AI bubble question everyone's asking
    00:08 – Why you can't see bubbles from the inside
    01:40 – Where are we on the AI hype cycle curve?
    02:12 – The late-stage bubble evidence piling up
    03:04 – The circular AI money shell game explained
    04:07 – Why 95% of enterprise AI pilots are failing
    04:42 – The anti-bubble argument (and why it matters)
    06:41 – Unprecedented volatility: AMD up 35%, Reddit down 22%
    07:36 – The neuroscience of staying calm in chaos
    08:23 – OpenAI's next move: The biggest opportunity since Facebook Ads?
    08:59 – New agency service announcement

    Links & Resources 🔗

    Issue #068 of The Digital Contrarian – "Why Your $20/month AI tool is about to cost $500..." → https://ryanlevesque.net/your-20-month-ai-tool-is-about-to-cost-500/

    Issue #039 of The Digital Contrarian – "Right Thesis, Wrong Timing?" → https://ryanlevesque.net/right-thesis-wrong-timing/

    Derek Thompson's "This Is How the AI Bubble Will Pop" → https://www.derekthompson.org/p/this-is-how-the-ai-bubble-will-pop

    Bloomberg's circular AI money flow diagram → https://www.bloomberg.com/news/articles/2025-10-08/the-circular-openai-nvidia-and-amd-deals-raising-fears-of-a-new-tech-bubble

    Return to Real Agency waitlist → https://go2.bucketforms.com/sf/8a8a42b9

    1:1 VIP Client waitlist → https://ryanlevesque.net/1-1-vip-waitlist/

    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 mins
  • TDC 068: Your $20/month AI tool is about to cost $500: The Coming AI Price Shock...
    Oct 4 2025

    TDC 068: Your $20/month AI tool is about to cost $500: The Coming AI Price Shock...

    The coming AI price shock that could destroy your business model overnight.

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque exposes the broken economics behind OpenAI's $500 billion valuation and the entire AI sector.

    You'll learn why venture-capital subsidized AI pricing is unsustainable, discover the shocking financials that reveal AI companies lose money on every transaction, and understand why a 25x price increase is inevitable when the subsidy ends.

    Question of the Day 🗣️

    How dependent is your business on artificially cheap AI tools? What's your contingency plan if prices increase 25x?

    Key Take-aways

    • OpenAI loses $1.35 for every dollar of revenue despite its $500 billion valuation
    • The AI sector exhibits textbook bubble behavior with negative unit economics
    • Current AI pricing is artificially low, subsidized by venture capital funding
    • A 25x price increase (like Netflix's evolution) is inevitable when subsidies end
    • Build contingency plans now before your AI-dependent business model breaks

    Timestamped Outline ⏱️

    00:00 – The $500 AI price shock is coming
    01:04 – Inside the town hall: What we covered
    01:58 – OpenAI's terrifying financials revealed
    03:13 – The math problem that makes no sense
    03:58 – When the AI subsidy ends
    05:30 – What this means for your business
    06:03 – The Netflix playbook: $8 to $200/month
    07:22 – Build your contingency plans now

    Links & Resources 🔗

    • Issue #062 of The Digital Contrarian – "Is the AI Bubble Bursting??" → https://ryanlevesque.net/is-the-ai-bubble-bursting/
    • Subscribe to 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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    8 mins
  • 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 mins
  • 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 mins
  • 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.

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    7 mins
  • TDC 064: The Market Shift Nobody Sees Coming (While You're Distracted by AI)
    Sep 7 2025

    TDC 064: The Market Shift Nobody Sees Coming (While You're Distracted by AI)

    Paid media costs are dropping to 18-month lows—here's what this unexpected trend could mean for your business.

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque shares a surprising market observation from his Vermont farm as he prepares to host the first Return to Real mastermind.

    You'll discover an unexpected shift in paid media costs, learn why this contradicts conventional wisdom, and explore what this opportunity means for digital entrepreneurs who are paying attention.

    Question of the Day 🗣️

    Are you seeing any unexpected shifts in your paid media costs recently? Comment "TOWN HALL" if you'd be interested in a deeper dive into this market trend!

    Key Take-aways

    • Paid media costs on Meta are hitting 18-month lows, defying expectations
    • This shift represents a potential major opportunity for businesses paying attention
    • The market dynamics are different from last year's "Great Sea Change"
    • Strategic timing matters when everyone else is distracted by AI trends

    Timestamped Outline ⏱️

    00:00 – Cold open & surprising non-AI trend
    01:00 – The unexpected paid media cost shift
    01:42 – Why this contradicts last year's predictions
    02:18 – Balancing multiple commitments and gauging interest
    03:06 – Digital Contrarian podcast update and gift
    04:00 – Final thoughts from the farm

    Links & Resources 🔗

    • Digital Contrarian Podcast (all episodes) → https://ryanlevesque.net/podcast/
    • 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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    5 mins
  • TDC 063: 5 AI Infographics That Will Blow Your Mind
    Aug 30 2025

    TDC 063: 5 AI Infographics That Will Blow Your Mind

    Five shocking AI infographics reveal hidden truths about data centers, jobs, and what AI is doing to your brain.

    ---

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque shares five mind-blowing AI infographics from his personal collection.

    You'll discover hard evidence that AI is killing jobs for young people, learn why data centers now consume more power than entire countries, and see shocking MIT research on what ChatGPT does to your brain connectivity.

    ---

    Question of the Day 🗣️

    Which of these five infographics impacts you most, and how are you preparing for the changes they reveal?

    ---

    Key Take-aways

    - Data centers are consuming more electricity than entire countries, creating unprecedented infrastructure demands
    - First hard evidence shows AI is disproportionately eliminating entry-level jobs for young workers
    - MIT study reveals 83% of ChatGPT users can't recall sentences they wrote minutes earlier
    - Ten core skills emerge as essential for thriving in the 2030 economy
    - AI training relies heavily on Reddit data, creating potential accuracy and bias issues

    ---

    Timestamped Outline ⏱️

    00:00 – Five AI infographics that will blow your mind
    00:48 – My infographic collection obsession
    02:15 – Data centers consuming more power than countries
    03:40 – First hard evidence AI is killing young jobs
    05:35 – Ten core skills to master by 2030
    06:35 – Your brain on ChatGPT: the shocking study
    08:30 – AI gets 40% of facts from Reddit problem
    09:15 – Which infographic impacts you most?

    ---

    Links & Resources 🔗

    - Issue #062 of The Digital Contrarian – "Is the AI Bubble Bursting??" → https://ryanlevesque.net/is-the-ai-bubble-bursting/
    - Subscribe to 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:*

    ---

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

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    9 mins
  • TDC 062: Is the AI Bubble Bursting?? (The Shocking MIT Study, Key Observations from a Billionaire Summit)
    Aug 24 2025

    TDC 062: Is the AI Bubble Bursting? My Keynote Insights + MIT's Shocking 95% Failure Rate

    While 65% of all VC flows into AI, the real opportunity lies in the barbell approach.

    ---

    Episode Summary

    In this episode of The Digital Contrarian, host Ryan Levesque dives into AI bubble dynamics and enterprise failure rates.

    You'll learn why 95% of AI projects fail, how billionaire investors view current market concentration, and discover the barbell strategy for hedging against bubble conditions while maintaining human competitive advantage.

    ---

    Question of the Day 🗣️

    How are you balancing AI automation with maintaining the human elements that make your business unique?

    ---

    Key Take-aways

    - 95% of enterprise AI projects are failing according to new MIT research
    - 65% of all venture capital now flows into AI—the highest sector concentration in history
    - Geographic distance kills AI effectiveness in most business applications
    - The barbell approach protects your human core while deploying strategic AI assists
    - Lead with humanity first, then layer in AI where ROI is obvious

    ---

    Timestamped Outline ⏱️

    00:00 – Is the AI bubble bursting?
    00:48 – Newport Global Summit keynote insights
    02:15 – The shocking MIT study: 95% AI failure rate
    03:40 – Sam Altman's market manipulation timing
    05:35 – Venture capital hyper-concentration warning
    06:35 – Data center overinvestment analysis
    07:25 – Why geographic distance kills AI effectiveness
    08:30 – The barbell approach: Human core + AI assists
    09:15 – 4-step practical implementation framework
    11:30 – 30-day sprint you can start Monday
    13:15 – The big takeaway: Lead with humanity

    ---

    Links & Resources 🔗

    - 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:

    ---

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

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    14 mins