Episodi

  • How Do You Hedge a Concentrated Stock Market?

    How Do You Hedge a Concentrated Stock Market?
    Oct 14 2026
    On episode 244 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Bill Sweet to answer six listener questions on investing, retirement planning, taxes, and real estate. They discuss how to diversify away from the concentrated AI trade without going to cash, retirement strategies for high-income business owners, and the best ways for individual investors to buy bonds. Plus, which investments belong in a Roth IRA, how to manage an inherited IRA under the 10-year withdrawal rule, and whether buying an Airbnb can unlock massive tax deductions. THE COMPOUND X BROADWAY: https://tcaf.ticketspice.com/the-compound-and-friends-live-on-broadway?utm_source=www.thecompoundnews.com&utm_medium=newsletter&utm_campaign=the-compound-on-broadway-tix-on-sale-now This episode is sponsored by Fitnexa. For $10 off SomniPods 3, visit: http://go.fitnexa.com/qQ0AbS and use code ATC10. Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    44 min
  • What’s the Safe Withdrawal Rate for Retirement?

    What’s the Safe Withdrawal Rate for Retirement?
    Oct 7 2026
    On episode 243 of Ask The Compound, Ben Carlson and Duncan Hill answer six listener questions on bonds, retirement, financial planning, and the psychology of spending. They discuss when it makes sense for long-term investors to own bonds, how to think about safe withdrawal rates and aggressive retirement portfolios, and what adult children should ask when meeting with their parents’ financial advisor. Plus, whether high yields could ever justify going 100% into bonds, how higher interest rates could impact the debt financing behind the AI buildout, and how to overcome the financial anxiety of spending more to upgrade your lifestyle. This episode is sponsored by Fitnexa. For $10 off SomniPods 3, visit: http://go.fitnexa.com/qQ0AbS and use code ATC10 Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    33 min
  • When Will the Next Bear Market Hit?

    When Will the Next Bear Market Hit?
    Sep 30 2026
    On episode 242 of Ask The Compound, Ben Carlson and Duncan Hill discuss: when the next bear market and recession could hit, why rising Treasury yields haven’t rattled the stock market, and whether the AI boom could ultimately become the catalyst for the next major sell-off. Plus, insurance expert Jonathan Novy joins the show to explain when permanent life insurance actually makes sense, how to think about long-term care insurance versus self-insuring, and whether annuities can help cover future care costs. Ben and Duncan also break down why consumer sentiment remains so negative even as wages have largely kept pace with inflation, and whether taking advantage of 0% APR financing is actually a smart financial move. This episode is sponsored by Fitnexa. For $10 off SomniPods 3, visit: http://go.fitnexa.com/qQ0AbS and use code ATC10. Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    40 min
  • Why Do We Need Inflation?

    Why Do We Need Inflation?
    Sep 23 2026
    On episode 241 of Ask The Compound, Ben Carlson and Duncan Hill answer listener questions on whether private markets are capturing more of the economy’s biggest gains before companies go public, what that could mean for index funds and ETFs, whether paying off a 2.875% mortgage can ever make sense, and how AI could reshape careers in equity research. They also discuss how to diversify an all-stock portfolio as a growth-heavy account gets larger, the role of defensive stocks, and why economies need some inflation, what causes deflation, and why falling prices can become a problem. This episode is sponsored by Betterment Advisor Solutions. Learn more at https://betterment.com/advisors Take The Compound's 2026 audience survey: ⁠https://www.surveymonkey.com/r/LHC8QHD⁠ Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    32 min
  • Should You Pick Stocks or Buy Index Funds?

    Should You Pick Stocks or Buy Index Funds?
    Sep 17 2026
    On this live episode of Ask The Compound from Future Proof in Huntington Beach, Ben Carlson, Alex Morris, Bill Sweet, and Barry Ritholtz tackle listener questions on bonds, luxury spending, generational wealth, and managing an actively traded portfolio. They discuss what a 5%+ bond yield really means, how inflation affects fixed-income investments, and where TIPS can fit into a portfolio. Plus, when it makes sense to spend on luxury purchases like watches, whether baby boomers are really a threat to the stock market, how to think about a small “cowboy account” for speculative investments. This and more! Take The Compound's 2026 audience survey: ⁠https://www.surveymonkey.com/r/LHC8QHD⁠ Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    32 min
  • How Does the Mega Backdoor Roth Conversion Work?

    How Does the Mega Backdoor Roth Conversion Work?
    Sep 9 2026
    On episode 239 of Ask The Compound, Ben Carlson, Bill Sweet, and Duncan Hill tackle six listener questions on investing, retirement, and managing risk. They discuss the research behind trend-following and momentum strategies, how mega-backdoor Roth 401(k) conversions work, what to do with down payment savings when buying a home is still years away, and whether a pension can serve as the bond allocation in your portfolio. Plus, Roth vs. traditional 401(k) contributions for high earners, borrowing against your portfolio to buy a home, and whether your career and job-security risk should influence how aggressively you invest. This episode is sponsored by Fitnexa. For $10 off SomniPods 3, visit: http://go.fitnexa.com/qQ0AbS and use code ATC10. Take The Compound's 2026 audience survey: https://www.surveymonkey.com/r/LHC8QHD Compound Merch: ⁠⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    41 min
  • Best Investment Right Now: Stocks, Bonds or Cash?

    Best Investment Right Now: Stocks, Bonds or Cash?
    Sep 2 2026
    On episode 238 of Ask The Compound, Ben Carlson and Duncan Hill discuss how to prepare for a potential government debt crisis, choosing between stocks, bonds and cash, how much to allocate to international stocks, the best places to park short-term savings, dealing with bigger portfolio swings as your wealth compounds, and how lifelong savers can learn to spend and enjoy their money in retirement. This episode is sponsored by Fitnexa. For $10 off SomniPods 3, visit: http://go.fitnexa.com/qQ0AbS and use code ATC10. Compound Merch: ⁠⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    34 min
  • When Should You Sell Your Stocks?

    When Should You Sell Your Stocks?
    Aug 26 2026
    On episode 237 of Ask The Compound, Ben Carlson, Bill Sweet and Duncan Hill discuss the most important things investors should know before buying stocks, how to transfer retirement accounts tax-efficiently, and managing large chunks of variable income. Plus, they cover the financial planning basics every family should have in place, how much risk to take in college savings accounts, and more. This episode is sponsored by Fitnexa. For $10 off, visit: http://go.fitnexa.com/qQ0AbS Compound Merch: ⁠⁠⁠⁠⁠⁠https://idontshop.com/⁠⁠⁠⁠⁠⁠ Submit your Ask The Compound questions to ⁠⁠⁠⁠⁠⁠askthecompoundshow@gmail.com⁠⁠⁠⁠⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube:...
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    43 min