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Podcast thumbnail for Exploring Prosperity- Challenging Pessimism in the US

Exploring Prosperity- Challenging Pessimism in the US

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by Bob Dewey

5.0(4 reviews)
63 episodes
Updated Daily
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45

Podcast Authority

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FairBased on show quality, social media presence, reviews, charts, and more
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Engagement32
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Podcast Overview

Challenge Pessimism. Explore the Complexity of Progress. Headlines and survey results scream pessimism, but is it warranted? Join us on Exploring Prosperity as we delve into the complexities of human progress with leading thinkers across markets, economics, history, philosophy, and more. Discover how economic and societal factors shape our world, and gain a deeper understanding of the drivers of individual and societal prosperity and a fulfilling life. Our in-depth conversations may leave you empowered and optimistic about the future and equipped with insights to navigate the challenges and opportunities that lie ahead. Bob Dewey brings his expertise in investing and his network in the investment community and beyond to address the big issues of the day and whether we can solve problems faster than they grow. <br/><br/><a href="https://robertdewey3.substack.com?utm_medium=podcast">robertdewey3.substack.com</a>

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🇺🇲

Publishing Since

5/2/2024

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45

Podcast Authority

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FairBased on show quality, social media presence, reviews, charts, and more
Pod Engine
Quality76
Social0
YouTube0
Engagement32
Learn more
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Recent Episodes

Episode thumbnail for The AI Paradox: More Information, Less Shared Reality

June 21, 2026

The AI Paradox: More Information, Less Shared Reality

<p>Today's guest is Lyn Alden, one of the world's leading macroeconomic analysts and the author of Broken Money and The Stillguard Incident.We explore one of the defining questions of the modern era: humanity has more information, more connectivity, and more problem-solving capability than ever before, yet trust in institutions is falling and agreement on basic facts appears increasingly difficult.Topics include:• AI generated content and the future of truth• Social media algorithms and attention economics• Bitcoin, cryptographic verification, and digital authenticity• The historical relationship between technology and progress• Energy, hydrocarbons, and human prosperity• Fiscal dominance, inflation, and rising asset prices• Demographics, debt, and the long term economic outlook• Portfolio construction in an era of persistent deficits• Lyn's new investment venture, Orange JuiceIf you enjoy thoughtful conversations about economics, technology, investing, Bitcoin, and long-term human progress, please subscribe.Subscribe to my Substack for more in depth analyses of these topics: </p><p>Thank you very much to our sponsors: </p><p>Foundation: Protect your Bitcoin using the latest off-line technology with easy-to-use Passport. Their next product, Passport Prime will protect all passwords off-line with even-better technology. <a target="_blank" href="https://foundation.xyz/">https://foundation.xyz/</a></p><p>River Financial: If not cold storage for your Bitcoin, I’d highly recommend River for buying and holding- River is engineered to protect your Bitcoin over the long run. Use this link for discounts: <a target="_blank" href="https://www.youtube.com/redirect?event=video_description&#38;redir_token=QUFFLUhqbVg0SmtPQ3VXX25GTWt5OW81cVZvOFViNEtod3xBQ3Jtc0tteUdsamoyWHdaZk0wQ2FPSUlrcFZHbVk1OE1sa0RPVXF5WW16TFZJbzlkSnEwODAzd0huYUoyYWpSOFgtY09KMW5va3dyUHJ0UEJhOWdleUdqbVlZdVN1Zm9BdzMtTG83cEx2aHZSMGRHOG1JaGJoUQ&#38;q=https%3A%2F%2Friver.com%2Fsignup%3Fr%3DT7GGAF7G&#38;v=BSzFhnTAGos">https://river.com/signup?r=T7GGAF7G</a>Timestamps:<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos">00:00</a> Introduction: The Shared Reality Problem- HIghlights<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=80s">01:20</a> How Technology Changed Shared Reality<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=160s">02:40</a> AI, Deepfakes, and the Verification Crisis<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=260s">04:20</a> Will We Retreat to Local Sources of Truth?<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=340s">05:40</a> Social Media Algorithms and Attention Economics<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=550s">09:10</a> Sponsor Break<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=590s">09:50</a> Can Bitcoin Help Verify Reality?<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=880s">14:40</a> Hunter Gatherers, Agriculture, and Human Progress<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=1140s">19:00</a> Markets, Entrepreneurship, and Problem Solving<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=1280s">21:20</a> Debt, Governments, and Fiscal Dominance<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=1440s">24:00</a> Why Stocks Keep Rising Despite Growing Pessimism<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=1660s">27:40</a> Demographics, Deficits, and the K-Shaped Economy<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=1820s">30:20</a> Ray Dalio, Empires, and Avoiding Conflict<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=2010s">33:30</a> How Lyn Alden Is Positioning Her Portfolio<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=2090s">34:50</a> Why the Traditional 60/40 Portfolio May Be Changing<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=2290s">38:10</a> Orange Juice: Lyn's New Investment Venture<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=2410s">40:10</a> Writing Fiction, Building Ideas, and Long-Term Thinking<a target="_blank" href="https://www.youtube.com/watch?v=BSzFhnTAGos&#38;t=2490s">41:30</a> Closing Thoughts</p> <br/><br/>This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://robertdewey3.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_2">robertdewey3.substack.com/subscribe</a>

Episode thumbnail for The Hidden Challenge of Bringing Crypto to Wall Street

June 14, 2026

The Hidden Challenge of Bringing Crypto to Wall Street

<p>What does it take for one of the world's largest financial institutions to adopt an entirely new technology?Morgan Stanley's Head of Digital Asset Strategy, Amy Oldenburg, joins Exploring Prosperity to discuss the hidden challenge of bringing crypto, tokenization, stablecoins, and blockchain technology into a global financial institution.Most conversations about digital assets focus on prices, regulation, or the latest market cycle. This conversation focuses on something deeper: how innovation actually moves from the outside into the institutions that society already depends upon.Drawing on more than two decades at Morgan Stanley, Amy explains why large organizations often struggle to innovate, what she calls the challenge of institutional transformation, and why understanding both emerging technology and legacy financial infrastructure has become increasingly valuable.We discuss:• How Amy's experience in emerging markets led her to Bitcoin and digital assets• Why Morgan Stanley began exploring digital assets years before most institutions• The internal resistance new technologies face inside large organizations• What "institutional grade" really means• Why tokenization is about far more than crypto investing• How stablecoins may strengthen the global role of the U.S. dollar• The infrastructure required to support 24/7 financial markets• Why user experience ultimately drives technology adoption• How AI and digital assets are accelerating financial modernization• The opportunities and challenges facing Wall Street over the next decadeOne of the most fascinating themes in this discussion is the role of the translator: people who understand both the culture of innovation and the realities of large institutions. As digital assets continue moving into the financial mainstream, that role may become one of the most important in finance.If you enjoy thoughtful conversations about technology, markets, institutions, Bitcoin, AI, and the future of financial services, subscribe and join us for future episodes.Subscribe to my Substack for more in depth analyses of these topics: https://robertdewey3.substack.com/Thank you very much to our sponsors:Foundation: Protect your Bitcoin using the latest off-line technology with easy-to-use Passport. Their next product, Passport Prime will protect all passwords off-line with even-better technology. https://foundation.xyz/River Financial: If not cold storage for your Bitcoin, I’d highly recommend River for buying and holding- River is engineered to protect your Bitcoin over the long run. Use this link for discounts: https://river.com/signup?r=T7GGAF7G#DigitalAssets #Tokenization #MorganStanley Timestamps:00:00 Highlights01:05 How Amy Oldenburg Found Crypto Through Emerging Markets07:25 Why Bitcoin Made Sense Outside the Developed World10:35 Morgan Stanley's First Digital Asset Working Groups11:25 The "Innovation Firewall" Inside Large Institutions13:00 Why Financial Firms Struggle to Innovate17:45 The Regulatory Turning Point for Digital Assets21:35 From Experimentation to Firm-Wide Strategy22:25 Amy's Role as Head of Digital Asset Strategy26:40 What Does "Institutional Grade" Really Mean?30:40 The Most Important Use Cases for Digital Assets36:20 Tokenization, AI, and the Future of Financial Infrastructure42:10 The Biggest Challenges Facing Institutional Adoption46:00 Tokenization, New Products, and the Future of Finance48:25 Closing Thoughts</p> <br/><br/>This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://robertdewey3.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_2">robertdewey3.substack.com/subscribe</a>

Episode thumbnail for What Happens When Everyone Has Institutional Investing Tools?

June 7, 2026

What Happens When Everyone Has Institutional Investing Tools?

<p>Artificial intelligence is rapidly transforming investing, wealth management, and the global economy — but what happens to human judgment when information becomes instantly accessible?Ram Ahluwalia hosted me as a guest this week and in this conversation we discuss:• how AI compresses the time between information and decision-making• why human judgment still matters in investing• the collapse of traditional institutional advantages• how technology historically reshapes financial markets• why AI may expand entrepreneurship instead of eliminating work• the future of portfolio management, investing, and financial intelligenceThe discussion explores the evolution from the fax-machine era of Wall Street to AI-native investing tools, the limits of artificial intelligence, and the role of intuition and conviction.Topics include:AI investingHuman judgment vs AIThe future of wealth managementInstitutional investingInformation asymmetryStock market investingEntrepreneurship and AIPortfolio managementThe future of workTechnology and economic progressSubscribe for weekly conversations and essays on AI, economics, technology, Bitcoin, energy, markets, and long-term human progress.Subscribe to my Substack for more in depth analyses of these topics: https://robertdewey3.substack.com/Thank you very much to our sponsors:Foundation: Protect your Bitcoin using the latest off-line technology with easy-to-use Passport. Their next product, Passport Prime will protect all passwords off-line with even-better technology. https://foundation.xyz/River Financial: If not cold storage for your Bitcoin, I’d highly recommend River for buying and holding- River is engineered to protect your Bitcoin over the long run. Use this link for discounts: https://river.com/signup?r=T7GGAF7GTimestamps:00:00 Why Americans Became So Pessimistic About the Future03:25 Ken Griffin’s AI Warning to Wall Street05:15 Why There Will Never Be a Shortage of Problems to Solve06:20 What AI Is Good At — And What It Isn’t07:35 “AI Doesn’t Think. It Simulates Thought.”08:30 Sponsor: Foundation Passport Prime09:05 Why AI May Expand Entrepreneurship10:40 How AI Is Transforming Investing and Wealth Management12:00 How Institutional Investing Became Democratized14:15 AI Is Compressing Institutional Advantages16:10 Why Human Judgment Still Matters in Investing17:00 What Happens When Everyone Has Institutional Information?19:15 The New Scarce Asset: Time and Attention21:00 Can AI Capture Most Investment Alpha?22:00 Why Non-Consensus Investing Will Never Disappear24:20 Why Too Much Capital Destroys Alpha24:45 The Limits of AI and the Importance of Human Intuition</p> <br/><br/>This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://robertdewey3.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_2">robertdewey3.substack.com/subscribe</a>

63 total episodes available

Recent guests on Exploring Prosperity- Challenging Pessimism in the US

Guests from recent episodes — sign up to see every guest that has ever appeared on this show.

Ram Ahluwalia

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Nick Anthony

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Jon Carson

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Jordi Visser

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Meera Viswanathan

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Lyn Alden

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Bob Murphy

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Troy Cross

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ROBERT DEWEY

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John Wu

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Omair Sharif

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Erik Townsend

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See every guest on Exploring Prosperity- Challenging Pessimism in the US

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What is Exploring Prosperity- Challenging Pessimism in the US?

Challenge Pessimism. Explore the Complexity of Progress.

Headlines and survey results scream pessimism, but is it warranted?

Join us on Exploring Prosperity as we delve into the complexities of human progress with leading thinkers across markets, economics, history, philosophy, and more.

Discover how economic and societal factors shape our world, and gain a deeper understanding of the drivers of individual and societal prosperity and a fulfilling life. Our in-depth conversations may leave you empowered and optimistic about the future and equipped with insights to navigate the challenges and opportunities that lie ahead.

Bob Dewey brings his expertise in investing and his network in the investment community and beyond to address the big issues of the day and whether we can solve problems faster than they grow. <br/><br/><a href="https://robertdewey3.substack.com?utm_medium=podcast">robertdewey3.substack.com</a>

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 6 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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