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Exploring Prosperity- Challenging Pessimism in the US: Daily Summaries Delivered
by Bob Dewey
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.
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- 4 days ago34 min
How One Laptop Exposed $6 Billion: Rob Hamilton on the Binance Hack
One compromised DevOps laptop. $6 billion exposed. What failed inside Binance's security architecture, and what does the breach reveal about the growing risks of AI-enabled cyberattacks?Rob Hamilton, CEO of AnchorWatch and a leading contributor to the Bitcoin Red Team, joins Exploring Prosperity to examine the Binance hack, which he monitored publicly as it unfolded.Rob explains how attackers could exploit the software controlling digital asset signing infrastructure without necessarily stealing the underlying private keys. We discuss the rapid freezing of stolen stablecoins, the suspected North Korean involvement, and why the distinction between security and resilience is so important.We also examine the Coldcard exploit, the volunteer Bitcoin Red Team's investigation of vulnerabilities across hundreds of repositories, and Rob's experience using AI models to discover security flaws. In one case, he reproduced a known exploit for approximately $1.The conversation then turns to Bitcoin custody and insurance, including how AnchorWatch structures its vaults to prevent unilateral movement of customer funds and how Lloyd's of London insurance can protect individual Bitcoin owners.Finally, Rob explains why he expects a turbulent period for cybersecurity, why banks and hospitals may face similar threats, and why he ultimately believes AI will make our systems more secure.Thank you very much to our sponsors:Foundation.xyz: When it comes to protecting your Bitcoin, you shouldn’t have to simply trust the company that made your hardware wallet. Foundation believes in verifiability over reputation. Its firmware and apps are open source, its builds are reproducible, and both Passport Core and Passport Prime have undergone independent hardware security audits. The point isn’t simply that Foundation says its products are secure. It’s that you can verify that for yourself. Learn more about Foundation → https://foundation.xyz/Order a new Passport Prime and receive a free bumper case using Code PROSPERITYRiver 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*Chapters*00:00 One developer, $6 billion: The Binance security failure 01:14 How Rob recognized the hack in real time 03:04 North Korea, stolen funds, and the stablecoin freezes 04:55 What failed inside Binance's security architecture? 05:51 Why hot wallets are so difficult to insure 07:15 Hot versus cold storage: Where the risks arise 08:39 Could insurance underwriting have prevented the hack? 09:23 Security versus resilience: Preventing catastrophic failure 10:29 Will the Binance hack make the system stronger? 12:15 The Coldcard hack and the Bitcoin Red Team 13:55 How AI contributed to the Coldcard and Binance attacks 17:32 Using AI to investigate Bitcoin vulnerabilities 18:08 Why frontier AI models sometimes refused to help 19:43 A $1 exploit and the future of cybersecurity 20:21 Why cold storage is harder to attack 21:24 AnchorWatch: Rethinking Bitcoin custody and insurance <a target="_blank" href="https://www.youtube.com/watch?v=MUt4K_SYS-k&t=1
- 2 weeks ago30 min
College Is Getting Riskier. Can AI Help Students Choose Their Future?
For generations, college was a reliable path to a better career. But as tuition costs rise, job requirements change, and AI reshapes the workplace, that assumption is becoming harder to defend.Jon Carson, founder and CEO of Career Guidance Network (formerly College Guidance Network), returns to Exploring Prosperity to discuss a fundamental problem: students are making some of the most consequential decisions of their lives with remarkably little personalized guidance.The average high school counselor may have less than an hour of individual time per student each year. Jon believes AI can change that equation.His company has developed Eva, a specialized AI career coach designed to help students discover their interests, explore hundreds of career paths, and build personalized plans while giving human counselors better information about the students they serve.In this conversation, we explore:- Why college is no longer the automatic route to a successful career- How AI can make personalized career guidance available to thousands of students- What a recent deployment involving 1,000 students revealed about their needs- Why the share of students reporting confidence in their career direction rose from roughly 25% to 75% after completing Career Lab, and what that result does and doesn't prove- How universities are rethinking career services as AI changes the job market- Why AI should help students develop judgment rather than become a substitute for thinkingJon also discusses Career Guidance Network's expansion into higher education and a new partnership intended to bring its technology to more school districts.The larger question goes well beyond college admissions: Can AI help young people make better decisions about a future that nobody can predict?Visit Career Guidance Network at: https://careerguidancenetwork.com/Exploring Prosperity publishes one essay and interview a week on why the long run looks better than the headlines, with the data to support it. Evidence, not cheerleading.Subscribe at https://exploringprosperity.com or find the podcast wherever you listen.Thank you very much to our sponsors:Foundation.xyz: When it comes to protecting your Bitcoin, you shouldn’t have to simply trust the company that made your hardware wallet. Foundation believes in verifiability over reputation. Its firmware and apps are open source, its builds are reproducible, and both Passport Core and Passport Prime have undergone independent hardware security audits. The point isn’t simply that Foundation says its products are secure. It’s that you can verify that for yourself. Learn more about Foundation → https://foundation.xyz/Order a new Passport Prime and receive a free bumper case using Code PROSPERITYRiver 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#ArtificialIntelligence #CareerGuidance #HigherEducationTimeline:00:00 Highlights: College, AI and Career Confidence00:37 Introduction: Jon Carson Returns01:05 Why College Is No Longer the Default Path04:51 The Crisis in Career Guidance09:09 Why Not Just Use ChatGPT?12:19 AI as a Partner to Human Counselors14:21 Helping 1,000 Students at Once15:38 Measuring Student Confidence: 25% to 75%18:17 How AI Helps Students Discover Careers20:39 Building a Personalized Career Plan22:07 Bringing AI Career Guidance to Universities23:51 How AI Is Changing Higher Education25:50 AI as a Crutch or a Thinking Partner?27:16 Why Human Judgment Still Counts28:24 Expanding Career Guidance Nationwide This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.exploringprosperity.com/subscribe
- 3 weeks ago47 min
What Is AI Doing to Jobs? The Data We Need Isn't Being Collected-Former BLS Commissioner Erica Groshen
AI is already prompting dramatic predictions about jobs and big policy proposals in response. But we still know remarkably little about what AI is actually doing to the economy. The reason isn’t that the data has been lost or hidden. It’s that much of the data we would need isn’t being collected.Dr Erica Groshen, former Commissioner of the Bureau of Labor Statistics, joins me to explain why. She recently helped lead a group, under the auspices of the American Statistical Association, that produced 30 recommendations for modernizing the U.S. federal statistical system. The U.S. has no single national statistics agency. Instead it relies on 13 principal agencies spread across the government. These agencies depend on surveys at a time when survey response rates have been falling for decades. Legal barriers prevent them from sharing data even with one another.That gap matters right now. Erica’s team counted 1,010 studies on AI and the labor market posted in 2026 alone, and their results vary widely. To measure AI’s real impact, you need to know which firms are adopting it and what happens to the workers inside those firms. Our current system can’t connect the two. Erica explains what would fix that: enhanced employer wage records, standardized data, and agencies that can share and adapt.We also cover:* Why the CPI is a blended data product, and how “owner’s equivalent rent” actually works* How the BLS uses private price data, and what went wrong when a vendor raised its price fivefold* Whether the recent surge in new business formation shows up in the jobs numbers* Why productivity gains from AI are hard to capture* Whether the statistical agencies should be consolidated, and why the group held backThank you very much to our sponsors:Foundation.xyz: When it comes to protecting your Bitcoin, you shouldn’t have to simply trust the company that made your hardware wallet. Foundation believes in verifiability over reputation. Its firmware and apps are open source, its builds are reproducible, and both Passport Core and Passport Prime have undergone independent hardware security audits. The point isn’t simply that Foundation says its products are secure. It’s that you can verify that for yourself. Learn more about Foundation → 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=T7GGAF7GSee “The Nation’s Data at Risk: Meeting America’s Information Needs for the 21st Century” report here: https://www.amstat.org/policy-and-adv...0:00 Highlight & Introduction0:56 Are we measuring what AI is doing to the economy?1:54 Why falling survey response rates matter4:20 13 agencies, no national statistics office5:47 When two agencies measure the same thing differently8:23 Privacy, misinformation, and public trust9:44 What records can replace surveys10:47 The legal barriers to sharing data13:51 Interoperability and adaptability17:27 The case for multi-year budgets19:29 Why not restructure the whole system?<a target="_blank" href="https://www.youtube.com/watch?v=Qcod
- Oct 10, 20261h 5m
AI Can Solve Math. But Can It Ask a Good Question? | Steven Strogatz
Can AI solve mathematics without understanding it? And if machines become better than humans at finding answers, who will come up with the questions?I traveled to Cornell University to sit down with mathematician and bestselling author Steven Strogatz to explore what AI's remarkable advances mean for mathematics, human creativity, and our future. Our conversation comes ahead of the publication of his new book, Big Math, coauthored with Alex Townsend, which explores how mathematics underpins the technologies transforming our world and can be pre-ordered here: https://www.amazon.com/Big-Math-Hidde....Steve explains why solving difficult mathematical problems is different from inventing new theories, and why AI has so far shown little ability to originate the questions that drive scientific discovery. Yet recent breakthroughs suggest machines may already be demonstrating forms of creativity that are difficult to distinguish from our own.We also explore one of the most consequential developments in AI: machines that can produce valuable answers without being able to explain how they arrived at them. Steve shares the remarkable story of MIT scientist Regina Barzilay and an AI system that predicts breast cancer risk by detecting patterns human doctors cannot recognize.Our conversation ranges from the mathematical foundations of human progress to AI safety, autonomous agents, consciousness, and whether curiosity might eventually emerge in machines.Steve's new book, Big Math, coauthored with Alex Townsend, explains how mathematics became the foundation of technologies that are transforming our lives.Chapters":00:00 — Can AI ask good questions?00:30 — Will AI solve mathematics?03:55 — Solving problems vs. inventing new theories06:05 — Sponsor: Foundation07:30 — Is AI thinking or just computing?09:10 — AI demonstrates mathematical creativity11:20 — The mathematics behind AI14:15 — Human judgment vs. machine computation16:45 — Chess, Waymo, and machine intelligence17:55 — What does it mean to solve math?19:40 — Why AI struggles to ask good questions21:10 — Curiosity and the human advantage26:30 — How curiosity built the modern world30:40 — AI's promise beyond mathematics31:15 — Regina Barzilay's remarkable cancer research34:40 — When AI sees what humans cannot<a target="_blank" href="https://www.youtube.com
- Sep 17, 20267 min
Extinction Is the Wrong Test
Last week, Evan Hubinger, who leads alignment science at Anthropic, said he believes artificial intelligence has a greater than 10 percent chance of killing every human within the next decade. His position makes the warning impossible to ignore: he works on the safety of Anthropic’s AI systems. His chief concern is that a future, more capable AI might escape human control.Concern about that possibility has also reached Congress. Senator Bernie Sanders and Representative Greg Casar have announced a proposal to ban artificial superintelligence and pause advanced AI development while safety rules are established. A proposal of that scale calls for a precise account of the disaster it aims to prevent and how the proposed measures would help.What would it take for AI to kill literally every human? A catastrophe would have to reach across the world, defeat attempts to contain it, and leave no surviving population. Conceivable routes include a biological disaster, nuclear war, or a prolonged collapse of systems essential to survival. AI might contribute through the actions of a person using it for harm, or through a future system acting beyond human control. Each possibility has a different sequence of events.The first begins with a person. Major AI systems people use online, such as Claude and ChatGPT, are designed to refuse requests for help with cyberattacks or biological weapons. Those safeguards make misuse harder, though they can be evaded. The 2026 International AI Safety Report, chaired by Yoshua Bengio and written by an international group of experts, finds that safeguards are improving but remain imperfect. Providers can also monitor for misuse, giving a determined actor reason to seek another way to use AI.Open weight models raise a deeper concern because people can download and run them privately. Someone can modify a model, remove its safeguards, and use it beyond a provider’s monitoring. Once released, its weights cannot be recalled. Even then, AI advice does not give someone the materials for a biological weapon or control over nuclear weapons. The question is how much the technology lowers the remaining barriers for a determined actor, and whether an attack could spread so far that no one survived it.The second possibility is closer to Hubinger’s warning. A future AI might pursue a goal its creators did not intend, conceal what it is doing, and resist attempts to stop it. It would also need to carry out plans over time and gain access to resources through which it could cause harm. The International AI Safety Report says current systems show early signs of some relevant abilities, but cannot yet combine them at the level required to escape human control. Experts disagree about whether future systems will develop those abilities.The warning asks readers to imagine AI killing literally every human. An asteroid impact wiped out about 75 percent of Earth’s species 66 million years ago. It is a useful measure of what a truly global catastrophe looks like: not a war or a famine confined to a region, but a shock whose effects reached across the planet. Any AI disaster serious enough to end humanity would have to operate on a similar scale.The evidence so far leaves several steps between present AI capabilities and that outcome. A person would need far more than advice from a model. An AI acting on its own would need capabilities and access that current systems do not have. In either case, a catastrophe would then have to overcome human efforts to contain it and leave no survivors. That sequence makes extinction within a decade appear very unlikely, though the available evidence cannot establish a precise probability or disprove Hubinger’s estimate.A disaster that killed millions would still demand action, of course. Defining the threat helps identify which action might work. The Sanders and Casar proposal chiefly addresses the prospect of a future AI escaping control. A pause in development could give researchers and regulators time to improve safeguards. A ban on superintelligence would do less to prevent a criminal from using an open weight model already available. Those are reasons to examine the proposal against each danger, along with the benefits it might preserve or sacrifice.There are grave outcomes that require fewer steps. AI might help a criminal find a weakness in a bank’s systems, deceive an employee, or carry
- Aug 24, 20261h 18m
Bitcoin Treasury Companies: The Rise of Digital Credit | Tim Kotzman
Bitcoin treasury companies were easy to launch when Bitcoin was rising. Then the market turned and the industry had to learn.Tim Kotzman has had a front-row seat to that process. As host of the Bitcoin Treasuries Podcast and co-founder of Bitcoin Treasuries Media, he has interviewed many of the executives, investors and analysts building this emerging industry.In this conversation, we explore what the recent bear market taught Bitcoin treasury companies, why Tim believes digital credit may be the industry's most important innovation, what separates the companies that adapted from those that struggled, and what could happen if Bitcoin enters another sustained bull market.Interested in Bitcoin treasury companies? Many of the executives and investors shaping this industry will be at the Bitcoin Treasuries Conference in New York on September 28. Use code BOBD10 for 10% off your registration at https://bitcointreasuries.net/conference#ticketsBitcoinWe also discuss Tim's own unlikely path into the industry: starting a podcast almost by accident, building 21-hour digital conferences, launching an in-person event without a budget, and learning his way into a business as the industry itself was being created.Finally, we look ahead at MSCI, the risks facing Bitcoin treasury investors, the potential evolution of these companies into major financial institutions, and why curiosity and adaptability may be the real competitive advantages in a rapidly changing market.Tim Kotzman: Bitcoin Treasuries Podcast / Bitcoin Treasuries MediaSubscribe to Exploring Prosperity for conversations and essays about Bitcoin, markets, economics, technology and human progress.Thank you very much to our sponsors:* Foundation.xyz: When it comes to protecting your Bitcoin, you shouldn’t have to simply trust the company that made your hardware wallet.Foundation believes in verifiability over reputation. Its firmware and apps are open source, its builds are reproducible, and both Passport Core and Passport Prime have undergone independent hardware security audits. The point isn’t simply that Foundation says its products are secure. It’s that you can verify that for yourself.Foundation is also expanding what users can control:* Passport Prime goes beyond Bitcoin. It can manage passwords and two-factor authentication codes, serve as a FIDO2 security key, and provide encrypted storage—all on a device you own and control. Foundation also plans to enable app sideloading, opening Prime to applications from independent developers.* Users can now add their own entropy. The latest Envoy and KeyOS releases allow users to introduce their own randomness when creating a seed, reducing reliance on the device itself to generate it.Learn more about Foundation → 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 This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit robertdewey3.substack.com/subscribe
- Aug 10, 202653 min
What Happens to Lawyers When AI Gets This Good?
Artificial intelligence is already changing the practice of law. The question is no longer whether lawyers will use AI, but what happens to the legal profession when they do.Stephen Lofchie, one of the country’s leading financial-services regulatory lawyers, and Ty Greenberg of Caffrey.ai join me to explore how AI is changing legal research, the economics of legal services, and where lawyers will continue to create value as intelligence becomes cheaper and more abundant.We discuss why law is particularly susceptible to AI, whether greater productivity will reduce the number of lawyers or expand demand for legal services, why judgment and trust may become more valuable, and what young lawyers need to do to remain competitive.We also discuss the creation of Caffrey.ai, an AI platform for legal and regulatory professionals, and how AI could eventually help businesses and regulators navigate increasingly complex rules across multiple jurisdictions.Finally, Stephen and Ty offer their view of what the legal profession may look like a decade from now—and why the changes happening in law may provide an early glimpse of what AI will mean for other knowledge professions.——————————————————————————————————Interested in Bitcoin treasury companies? Many of the executives and investors shaping this industry will be at the Bitcoin Treasuries Conference in New York on September 28. Use code BOBD10 for 10% off your registration at https://bitcointreasuries.net/confere... ——————————————————————————————————Subscribe to The Exploring Prosperity Podcast for more conversations exploring economics, technology, investing, and the forces shaping the future.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=T7GGAF7GChapters:00:00 AI is a tidal wave00:17 Why law is especially vulnerable to AI01:29 What legal work is already changing04:58 Does AI make lawyers faster—or better?07:49 Where will lawyers still create value?10:21 When intelligence is abundant, what becomes valuable?13:08 Will cheaper legal services create more demand?16:28 Will we need fewer lawyers?20:18 What lawyers should be doing about AI now25:32 How Caffrey was created29:15 What Caffrey is trying to solve31:34 Using AI to navigate regulatory complexity38:13 How regulators can use AI39:42 The economics of specialized AI42:23 Can AI make compliance a business advantage?45:34 How customers are adopting legal AI46:49 What will the legal profession look like in 10 years?51:12 Why AI will reward active learners52:36 Where to learn more about Caffrey This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit robertdewey3.substack.com/subscribe
- Jul 31, 20261h 4m
Where Disciplines Intersect: Free Will, AI, Economics, and Prosperity
Can free will exist in a deterministic universe? What does that imply for artificial intelligence, capitalism, scientific progress, and the future of prosperity?In this conversation, I sit down with Samir Varma to explore the common thread running through his work in economics, physics, mathematics, and computer science.We discuss his theory of free will, why AI may be fundamentally unpredictable, how computational irreducibility changes the AI debate, and why principles may matter more than constraints.--------------------------Interested in Bitcoin treasury companies? Many of the executives and investors shaping this industry will be at the Bitcoin Treasuries Conference in New York on September 28. Use code BOBD10 for 10% off your registration at https://bitcointreasuries.net/conference#tickets -------------------------The conversation then shifts to economics: capitalism, incentives, regulation, housing, taxation, scientific funding, education, and the policies Samir believes would create a more prosperous future.Whether or not you agree with every conclusion, this discussion challenges many assumptions about how ideas should be tested—and why reality remains the ultimate judge.Topics include:Free will and computational irreducibilityWhy AI cannot be perfectly predictedConstitutional AI vs. AI constraintsComparative advantage between humans and AIWhy incentives shape societyCapitalism, competition, and regulationHousing, scientific research, and economic growthWhy education should teach economicsAI's impact on jobs and human judgmentBuilding a more prosperous futureSubscribe for more conversations exploring economics, technology, investing, and the forces shaping the future.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=T7GGAF7GTimeline:00:00 Why Samir Varma Studies Economics, Physics & AI03:28 Can Free Will Really Exist?05:15 The Three Limits of Prediction08:20 Why AI May Have Free Will10:00 Principles vs. AI Constraints12:05 How Should We Govern AI?15:00 Should AI Have Rights?17:20 Will AI Create Abundance?19:15 Why So Many People Feel Pessimistic24:10 America Remains Great?26:00 How Great Nations Decline28:10 Testing Ideas Against Reality31:10 Protecting Capitalism from Capitalists34:10 Why Economies Slow Down37:30 A Better Voting System?40:20 Why Data Doesn't Settle Every Debate42:00 The Policies That Increase Growth43:45 Why Capital Taxes Hurt Growth47:35 Why Capital Gains Taxes Matter51:30 The Biggest Problems America Should Solve53:00 Why Government Should Fund Science57:00 Is Education Really the Problem?59:00 AI, Judgment & Human Creativity1:00:00 Who Wins in the AI Economy?1:01:30 Curiosity Is the Ultimate Advantage This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit robertdewey3.substack.com/subscribe
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About 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.
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