<p>A personal finance and investing podcast on money, how it works, how to invest it and how to live without worrying about it. J. David Stein is a former Chief Investment Strategist and money manager. For close to two decades, he has been teaching individuals and institutions how to invest and handle their finances in ways that are simple to understand. More info at moneyfortherestofus.com</p>
In this mini episode, I share some examples of how I am using Claude Cowork and other tools to boost my productivity and build investment portfolio analysis tools. I also share more details on the live portfolio cohorts we will be holding next month.
You can learn more about our live portfolio cohorts here.
Show Notes
I Saw Something New in San Francisco - Ezra Klein - New York Times
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How the Iran conflict and other developments could lead to another major financial crisis. What is different today from 2008? Why trying to seed a revolution is so risky. And finally, what can we do to prepare ourselves for the next financial crisis?
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Show Notes
Read Trump's full statement on Iran attacks—PBS News
The Poverty of Historicism By Karl Popper
Iran Is Trying to Defeat America in the Living Room By Karim Sadjadpour—The Atlantic
‘Once and for All’ Means Never By Thomas L. Friedman—The New York Times
AI Isn’t Coming for Everyone’s Job By Adam Ozimek—The Atlantic
Related Episodes
291: How To Survive the Coronavirus (COVID-19) Shutdown
377: What If It’s Different This Time?
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When is good enough actually good enough? AI is reshaping how I work and live. And a member with a portfolio that's beaten an all-in-one Vanguard LifeStrategy fund for ten years asks whether the complexity is worth it — or whether it's time to simplify.
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Show Notes
An update on our model deprecation commitments for Claude Opus 3—Anthropic
Investments Mentioned
Vanguard LifeStrategy Growth Fund Investor (VASGX)
Related Episodes
542: Don’t Take Financial Advice from AI
491: The Five Layers of Investing
419: How to Make Portfolio and Asset Allocation Changes
Masterworks Disclosures
Listeners get priority access to Masterworks at https://www.Masterworks.com/david
Art correlation and appreciation data based on repeat-sales index of historical Post-War & Contemporary Art market prices and S&P 500 annualized return (includes dividends reinvested) from 1995 to 2025, developed by Masterworks. There are significant limitations to comparative asset class data. Indices are unmanaged and a Masterworks investor cannot invest directly in an index.
Content creator (the “Endorser”) receives cash compensation from Masterworks, LLC (“Masterworks”). Endorser is a client of Masterworks. Masterworks can only make and accept sales after an offering statement has been filed, and “qualified”, by the SEC. Any offers may be revoked before notice of qualification. Indications of interest involve no obligation.
Investing involves risk. Past performance not indicative of future returns. For further disclosure on Regulation A Offerings, Risks of Investing, Performance Metrics, Art Market Data, and more visit the offering documents filed with the SEC and Important Disclosures at masterworks.com/cd.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
How historical and expected returns for university endowments can guide us in setting reasonable return expectations. We also analyze managed futures strategies to see how they work, how they have performed, and how to use them in your investment portfolio.
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Show Notes
2025 NACUBO-Commonfund Study of Endowments (NCSE) Results—NACUBO
Princeton University cuts expectation for endowment returns by Sun Yu—The Financial Times
Demystifying Managed Futures by Brian K. Hurst, Yao Hua Ooi, and Lasse H. Pedersen—AQR
Investments Mentioned
AQR Managed Futures Strategy Fund I (AQMIX)
iMGP DBi Managed Futures Strategy ETF (DBMF)
KraneShares Mount Lucas Managed Futures Index Strategy ETF (KMLM)
WisdomTree Managed Futures Strategy Fund (WTMF)
First Trust Managed Futures Strategy Fund (FMF)
Return Stacked US Stocks & Managed Futures ETF (RSST)
Related Episodes
524: Facing a Financial Squeeze: What Harvard’s Response Can Teach the Rest of Us
204: Why Are Investment Returns So Low?
180: Can You Outperform Harvard’s Endowment?
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In this episode, we look at asset location, how to decide which investments belong in taxable, tax-deferred, and tax-free accounts, how where we live shapes the opportunities available to us, and how capital ultimately expands our choices.
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Show Notes
The Hidden Healthcare Infrastructure Americans Cross the Border to Find—Kogod School of Business
Location as an Asset by Adrien Bilal and Esteban Rossi-Hansberg—Princeton
The Overlooked Edge: The Case for Asset Location in Managed Portfolios—Morningstar
Asset location for equity by Sachin Padmawar and Daniel Jacobs—Vanguard
This powerful strategy can create more spendable wealth by Tom Lenkiewicz—J.P. Morgan
Asset location strategies for tax efficient investing—BlackRock
Related Episodes
540: Beyond Munis — New ETFs for Tax-Efficient Bond Investing
506: Should You Retire Early and Live Outside Your Home Country? With Joshua Sheats
425: How Profits Motivate Change
Masterworks Disclosures
Listeners get priority access to Masterworks at https://www.Masterworks.com/david
Art correlation and appreciation data based on repeat-sales index of historical Post-War & Contemporary Art market prices and S&P 500 annualized return (includes dividends reinvested) from 1995 to 2025, developed by Masterworks. There are significant limitations to comparative asset class data. Indices are unmanaged and a Masterworks investor cannot invest directly in an index.
Content creator (the “Endorser”) receives cash compensation from Masterworks, LLC (“Masterworks”). Endorser is a client of Masterworks. Masterworks can only make and accept sales after an offering statement has been filed, and “qualified”, by the SEC. Any offers may be revoked before notice of qualification. Indications of interest involve no obligation.
Investing involves risk. Past performance not indicative of future returns. For further disclosure on Regulation A Offerings, Risks of Investing, Performance Metrics, Art Market Data, and more visit the offering documents filed with the SEC and Important Disclosures at masterworks.com/cd.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
A new ETF allows individuals to earn income by insuring against natural disasters through investing in catastrophe bonds. We break down the historical returns, risk, fees, and structure of this intriguing investment opportunity.
Topics covered include:
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Investments Mentioned
Brookmont Catastrophic Bond ETF (ILS)
Stone Ridge High Yield Reinsurance Risk Premium Fund (SHRIX and SHRMX)
Show Notes
Miami Is Entering a State of Unreality by Mario Alejandro Ariza—The Atlantic
Historical Hurricane Tracks—NOAA
2026 Climate and Catastrophe Insight—AON
BERKSHIRE HATHAWAY INC. 2002 ANNUAL REPORT—Berkshire Hathaway
When, Where and How Often Insurers Fail—PACICC
Swiss Re Global Cat Bond Performance Index returns 11.40% for 2025—Artemis
Catastrophe Bonds by Alexander Braun and Carolyn Kousky—Wharton
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We explore the forces likely to shape financial markets in 2026 and how to make better decisions as you pursue your goals this year.
Topics covered include:
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Show Notes
A Slightly Better You in the New Year by Roland Fryer—The Wall Street Journal
Handbook of Cognitive Biases—Federal Intelligence Service FIS
America’s affordability crisis is (mostly) a mirage—The Economist
When Your Private Fund Turns $1 Into 60 Cents by Jason Zweig—The Wall Street Journal
Canadians Are Furious After Real Estate Funds Lock Up Their Money by Paula Sambo—Bloomberg
Blue Rock TI+ Annual Report—Securities and Exchange Commission
Is AI More Like a Mind or a Market? by Walter Frick—Bloomberg
Don’t Fear the Bubble Bursting by Carl Benedikt Frey—The New York Times
Related Episodes
484: 7 Steps to Living a Longer Life
414: Use Caution with Private REITs like Blackstone’s BREIT
Masterworks Disclosures
Listeners get priority access to Masterworks at https://www.Masterworks.com/david
Art correlation and appreciation data based on repeat-sales index of historical Post-War & Contemporary Art market prices and S&P 500 annualized return (includes dividends reinvested) from 1995 to 2025, developed by Masterworks. There are significant limitations to comparative asset class data. Indices are unmanaged and a Masterworks investor cannot invest directly in an index.
Content creator (the “Endorser”) receives cash compensation from Masterworks, LLC (“Masterworks”). Endorser is a client of Masterworks. Masterworks can only make and accept sales after an offering statement has been filed, and “qualified”, by the SEC. Any offers may be revoked before notice of qualification. Indications of interest involve no obligation.
Investing involves risk. Past performance not indicative of future returns. For further disclosure on Regulation A Offerings, Risks of Investing, Performance Metrics, Art Market Data, and more visit the offering documents filed with the SEC and Important Disclosures at masterworks.com/cd.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Should you borrow money to magnify returns in your 401 (k), IRA, or other tax-deferred retirement account?
We examine Basic Capital, which allows investors to leverage their retirement account investments.
We also explore how the wealthy don't use debt to generate wealth but to manage it.
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Show Notes
This 30-Year-Old’s Startup Is Bringing Leverage to 401(k) Savers by Suzanne Woolley—Bloomberg
This startup is offering mortgages for 401(k)s by Liz Hoffman—Semafor
Startup Failure by Elizabeth Pollman—SSRN
Related Episodes
353: The Pros and Cons of Infinite Banking and Whole Life Insurance
238: The U.S. Is More Socialist Than Denmark Regarding Home Mortgages
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As Baby Boomers continue to retire, some analysts expect financial markets to feel the strain. We examine whether demographic shifts truly shape stock and bond returns, or what other factors matter more.
Topics covered include:
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Show Notes
Measuring the Natural Rate of Interest—Federal Reserve Bank of New York
Distribution of Household Wealth in the U.S. since 1989—The Federal Reserve
Related Episodes
Related Episodes
487: Are We Heading for a 2030s Depression? Global Economic and Population Shifts
445: From Boom to Bust—Why China’s Stocks Lagged Behind Its Economy & Where to Invest Next
395: How Population Trends Will Impact Growth, Inflation, Investing and Well Being
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David converses with best-selling author David Bach about preventing burnout through sabbaticals, moving to another country, why retirees should take Social Security as early as possible, and Bach's idea of a flat tax on IRA distributions.
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Show Notes
David Bach's IRA Flat Tax Idea
Related Episode
506: Should You Retire Early and Live Outside Your Home Country? With Joshua Sheets
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Can you really make money sports betting on low-risk, high-probability events?
Topics covered include:
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Show Notes
https://info.lowstressbets.com/
How Do Betting Odds Work? by OC Staff—oddschecker
Senate Commerce Committee Wants Answers on NBA Gambling Scandal—Senate Commerce Committee
ESPN Will Not Let Failure Push It Out Of The Gambling Business by Chris Thompson—Defector
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