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PODCAST

Ask The Compound

Got money questions? We’ve got answers. Join Ben Carlson, Duncan Hill, and a rotating lineup of financial pros as they break down your biggest questions about investing, markets, and personal finance. Ben is a leading financial writer and the Director of Institutional Asset Management at Ritholtz. Duncan is a podcast producer and the Director of Creative Media at The Compound. See our disclosures here - https://ritholtzwealth.com/podcast-youtube-disclosures/

business investing

All Episodes

21:31

Should You Pay Off Your Mortgage Early or Invest in...

Ask The Compound ·

2026/02/18

On episode 210 of Ask The Compound, Ben Carlson discusses buying a house for 5-10 years, paying down your mortgage vs investing, when to pause your DCA, house wealth, investing abroad and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com This episode is sponsored by Public. Find out more at https://public.com/ATC 👕 Check out The Compound shop: https://idontshop.com 🎙️Listen to our podcasts: TCAF: https://podcasts.thecompoundnews.com/show/TCAF/ Animal Spirits:

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48:13

Is It Time to Buy Software Stocks?

Ask The Compound ·

2026/02/11

On episode 209 of Ask The Compound, Ben Carlson, Josh Brown and Duncan Hill discuss falling knives, the tech re-rating, the housing market, finance career advice and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Teucrium. Find out more at https://teucrium.com/agricultural-commodity-etfs Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates

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36:46

How Do You Invest a Lump Sum of Cash In This Market?

Ask The Compound ·

2026/02/04

On episode 208 of Ask The Compound, Ben Carlson, Bill Sweet and Duncan Hill discuss how much is too much to manage alone, Roth TSPs, Trump accounts, health insurance in retirement, budgeting for retirement and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Public. Find out more at https://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest

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27:11

Does the 4% Rule Still Work?

Ask The Compound ·

2026/01/28

On episode 207 of Ask The Compound, Ben Carlson and Duncan Hill discuss the 4% rule, emerging markets, tax-advantaged accounts, diversification, selling a home with a low rate and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Betterment Advisor Solutions. Learn more at http://Betterment.com/advisors Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is,

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39:21

How Do You Hedge With Options?

Ask The Compound ·

2026/01/21

On episode 206 of Ask The Compound, Ben Carlson and Duncan Hill discuss equity hedging strategies and buffered ETFs with Brian Jacobs (PM at Aptus), the outlook for international stocks, the benefits of a stay-at-home spouse, and much more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Public. Find out more at https://public.com/ATC Read more from Brian Jacobs at: https://aptuscapitaladvisors.com/blog/ Subscribe to The Compound

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43:42

Is the Stock Market Overvalued?

Ask The Compound ·

2026/01/14

On episode 205 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Barry Ritholtz to discuss how to value today's stock market, the problem with credit card interest rate caps, the best financial news sources, if employer 401(k) contributions are enough, buy now or wait to save a bigger down payment and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Exhibit A. Visit: https://exhibitaforadvice.com/ to learn more. Subscribe

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39:12

Should You Buy a House Right Now?

Ask The Compound ·

2026/01/07

On episode 204 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Bill Sweet to discuss the worst time to buy a house, going full Roth, is margin a good idea, when are Roth conversions worth it, traditional vs Roth 401(k) and more. Submit your Ask The Compound questions to ⁠askthecompoundshow@gmail.com⁠!This episode is sponsored by Public. Find out more at https://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find

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29:11

What if the Stock Market Falls 30%?

Ask The Compound ·

2025/12/24

On episode 203 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Eric Balchunas to discuss owning Bitcoin ETF vs Bitcoin Itself, can Crypto crashes hurt the stock market, are cheap gas prices a recession signal, is a 20–30% market drop actually an opportunity, how high earners can maximize tax-advantaged retirement savings and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Rocket Money. Cancel your unwanted subscriptions and

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32:42

10 Things Every Stock Market Investor Needs to Know

Ask The Compound ·

2025/12/17

On episode 202 of Ask The Compound, Ben Carlson and Duncan Hill discuss: top 10 stock market indicators, what "secular" means in markets, 15-year mortgages, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Rocket Money. Cancel your unwanted subscriptions and reach your financial goals faster with Rocket Money. Go to https://rocketmoney.com/atc today. Pick up a copy of "Everything You Need to Know About Saving for Retirement" at:

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39:35

How Much Longer Will the Bull Market Last?

Ask The Compound ·

2025/12/10

On episode 201 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Jurrien Timmer to discuss: where we are in this bull market’s cycle, how the AI bubble compares to past bubbles, the right level of inflation, rethinking traditional allocations, financial markets and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Grayscale. Find out more about Grayscale by visiting: ⁠⁠https://www.grayscale.com/ Learn more about Fidelity

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42:38

Will Housing Prices Fall In 2026?

Ask The Compound ·

2025/12/03

On episode 200 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz CFO and ATC legend Bill Sweet to discuss: housing prices in 2026, retirement tax strategies, Gen Z loves Roth, renting during retirement, trading in the military and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Compound Insider. Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next

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33:56

How Does the 4 Year Rule Work?

Ask The Compound ·

2025/11/26

On episode 199 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Corey Hoffstein, co-founder, CEO and CIO at Newfound Research to discuss: what return stacking is, how the 4 year rule works, leveraging BNPL, making up for lost investing time, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound Newsletter for all

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40:35

How to Recover From a 50% Loss

Ask The Compound ·

2025/11/19

On episode 198 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz CFO Bill Sweet to discuss: 50% losses in your portfolio, stock concentration, 401k optimization, HELOC, Roth, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!Visit: https://exhibitaforadvice.com/ for all your charting needs! 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

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35:43

How Do You Fix the Housing Market?

Ask The Compound ·

2025/11/12

On episode 197 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz Sr. Advisor Jonathan Novy to discuss: portfolio allocation, insurance products, structuring withdrawals, the 50-year mortgage, career advice, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound content,

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27:38

Should You Pay Off Your Mortgage Early?

Ask The Compound ·

2025/11/05

On episode 196 of Ask The Compound, Ben Carlson and Duncan Hill discuss: the AI bubble, tech allocation, good debt, paying down a mortgage early, buyside vs sellside, cash on the sidelines, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com!This episode is sponsored by Rocket Money. Cancel your unwanted subscriptions and reach your financial goals faster with Rocket Money. Go to https://rocketmoney.com/atc today. Subscribe to The Compound Newsletter for all the

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42:59

How to Time the AI Bubble

Ask The Compound ·

2025/10/29

On episode 195 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz CFO Bill Sweet to discuss: trading a bubble, Roth strategy, buying your parents' house, capital losses, saving for a new child, buying a vacation home and more! Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound

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26:28

What is the Dave Ramsey Portfolio?

Ask The Compound ·

2025/10/22

On episode 194 of Ask The Compound, Ben Carlson and Duncan Hill discuss outperformance, dying with zero, beating the market, Dave Ramsey’s investment strategy, saving for college and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next

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45:31

Is It Time to Take Some Profits?

Ask The Compound ·

2025/10/15

On episode 193 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Josh Brown to discuss taking profits, rebalancing FOMO, what to do with your inheritance, asset allocation, advisor career advice, and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! COMPOUND X CRAMER: https://compoundcramer.eventbrite.com/ This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound

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43:17

Why Is Gold Outperforming the Stock Market?

Ask The Compound ·

2025/10/08

On episode 192 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Jurrien Timmer, Director of Global Macro at Fidelity Investments to discuss the new normal of market concentration, the slowing labor market, international stocks, the deal with gold, defining a bubble and more. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Rocket Money. Cancel your unwanted subscriptions and reach your financial goals faster with Rocket Money. Go

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38:43

How Do You Invest in a Bubble?

Ask The Compound ·

2025/10/01

On episode 191 of Ask The Compound, Ben Carlson and Duncan Hill discuss the 4% rule, dying with zero $$$, investing in a bubble, what is upper middle class, and more! Submit your Ask The Compound questions to askthecompoundshow@gmail.com! This episode is sponsored by Public. Fund your account in five minutes or less by visiting http://public.com/ATC Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get

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337 results

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