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Ask The Compound

Ask The Compound

by The Compound

Latest episode
What Would You Do With a Guaranteed $50,000 a Year?

About this podcast

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/

Episodes

The newest 50 of 375 episodes

  • What Would You Do With a Guaranteed $50,000 a Year? · 45 minOn episode 248 of Ask The Compound, Ben Carlson, Duncan Hill and Bill Sweet discuss what history can teach us about bear markets, how to make the most of a $50K annual…
  • Can You Live Off Dividends Without Selling Your Stocks? · 37 minOn episode 247 of Ask The Compound, Ben Carlson and Duncan Hill discuss: at what age would you start adding bonds to your portfolio, how to view the trade-off between simple and…
  • How to Put Cash to Work In Any Market Environment · 48 minOn episode 246 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Downtown Josh Brown to answer five listener questions on investing, financial planning, and the…
  • Why Won’t the Housing Market Crash? · 35 minOn episode 245 of Ask The Compound, Ben Carlson and Duncan Hill answer five listener questions on investing, bonds, housing, and personal finance. They discuss why Ben finally…
  • How Do You Hedge a Concentrated Stock Market? · 44 minOn 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…
  • What’s the Safe Withdrawal Rate for Retirement? · 33 minOn 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…
  • When Will the Next Bear Market Hit? · 40 minOn 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…
  • Why Do We Need Inflation? · 32 minOn 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…
  • Should You Pick Stocks or Buy Index Funds? · 32 minOn 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…
  • How Does the Mega Backdoor Roth Conversion Work? · 41 minOn 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…
  • Best Investment Right Now: Stocks, Bonds or Cash? · 34 minOn 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…
  • When Should You Sell Your Stocks? · 43 minOn 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…
  • When Will the Stock Market Crash Again? · 36 minOn episode 236 of Ask The Compound, Ben Carlson and Duncan Hill discuss whether market crashes are a thing of the past, planning for longevity risk, stocks vs. real estate…
  • How Do You Invest Without Paying Taxes? · 42 minOn episode 235 of Ask The Compound, Ben Carlson, Duncan Hill, and Bill Sweet discuss where housing is most expensive, which investments to sell first, AI’s impact on homebuying…
  • Is Buying a Home Still a Good Investment? · 32 minOn episode 234 of Ask The Compound, Ben Carlson, Duncan Hill, and Jack Raines tackle your investing and financial planning questions, including the financial advice they'd give…
  • When Should You Turn Bearish on the Stock Market? · 50 minOn episode 233 of Ask The Compound, Ben Carlson, Duncan Hill, and Josh Brown tackle your investing and financial planning questions, including whether Shake Shack's recent…
  • What Are the Two Main Risks Right Now? · 39 minOn episode 232 of Ask The Compound, Ben Carlson is joined by Jurrien Timmer to discuss: whether the Magnificent 7's recent underperformance is a healthy sign of broader market…
  • Can Your Portfolio Survive Market Timing? · 32 minOn episode 231 of Ask The Compound, Ben Carlson, Taylor Hollis, and Duncan Hill answer your investing and financial planning questions, including whether the world's worst market…
  • The 3 Best Inflation Hedges · 41 minOn episode 230 of Ask The Compound, Ben Carlson, Duncan Hill, and Bill Sweet discuss whether retirees and wealthy investors own too many bonds, the best way to sell stocks before…
  • Is $1 Million Still Considered Rich? · 38 minOn episode 229 of Ask The Compound, Ben Carlson, Duncan Hill and Bill Sweet discuss: whether $1 million still makes you rich, how to prioritize saving with a baby on the way…
  • Can You Retire on $1.5 Million? · 33 minOn episode 228 of Ask The Compound, Ben Carlson and Duncan Hill discuss: whether an AI bubble crash or market correction would be a buying opportunity for U.S. stocks, how to…
  • Will Retiring Baby Boomers Crash the Stock Market? · 49 minOn episode 227 of Ask The Compound, Ben Carlson, Duncan Hill and Bill Sweet discuss: staying in shape while raising young kids and balancing family life, using Married Filing…
  • How Do You Sell Your Stocks Without a Big Tax Hit? · 42 minOn episode 226 of Ask The Compound, Ben Carlson, Duncan Hill and Bill Sweet answer questions about selling highly appreciated stocks, figuring out your retirement number…
  • Is an AI Bubble Inevitable? · 33 minOn episode 225 of Ask The Compound, Ben Carlson discusses: the SpaceX IPO and whether it's a threat to index fund investors, the potential market impact of AI-driven job losses…
  • Should the Bottom 50% Pay Taxes? · 41 minOn episode 224 of Ask The Compound, Ben Carlson, Ritholtz Wealth CFO Bill Sweet and Duncan Hill discuss: whether it’s time to sell energy stocks before the next oil crash, the…
  • Is It Time to Sell Some Stocks? · 31 minOn episode 223 of Ask The Compound, Ben Carlson and Duncan Hill discuss: energy stocks vs. the S&P 500, building the perfect portfolio, overcoming the fear of investing…
  • Why Is the Stock Market Going Up? · 39 minOn episode 222 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz CFO Bill Sweet to discuss: if this market makes sense, S&P 500 returns, value added tax…
  • U.S. Debt Is Near $40T. Should Investors Be Worried? · 38 minOn episode 221 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz CIO Barry Ritholtz to discuss: debt, finding money happiness, how to invest $100k cash…
  • Do Valuations Still Matter? · 34 minOn episode 220 of Ask The Compound, Ben Carlson and Duncan Hill discuss: how much diversification is necessary, does the CAPE ration still exist, how do bond ladders work and…
  • What Does It Take to Retire at 55? · 39 minOn episode 219 of Ask The Compound, Ben Carlson, Duncan Hill and Jonathan Novy discuss: helping your kids save money, life insurance, how to retire in 10 years, withdrawing funds…
  • How Do You Protect Against a Bear Market? · 34 minOn episode 218 of Ask The Compound, Ben Carlson and Duncan Hill discuss: how to protect against drawdowns in retirement portfolios, why markets move if most investors buy and…
  • Will Social Security Be Around in 2060? · 42 minOn episode 217 of Ask The Compound, Guest Host Bill Sweet and Duncan Hill are joined by Ritholtz Wealth Director of Tax Services Bill Artzerounian, Ritholtz Wealth Investment…
  • Which Beaten Down Stocks Are Worth a Closer Look? · 37 minOn episode 216 of Ask The Compound, Ben Carlson, Duncan Hill discuss opportunities in beaten-down stocks, what happens when Mag 7 stocks get slammed, the issues with a stock…
  • How Much Do You Need to Retire? · 38 minOn episode 215 of Ask The Compound, Ben Carlson, Duncan Hill discuss saving for retirement, what is middle class, why you should own bonds, how should veterans save for…
  • What’s the Worst Asset Class for the Next 5 Years? · 34 minOn episode 214 of Ask The Compound, Ben Carlson, Duncan Hill and Nick Maggiulli discuss private markets vs real estate, is a guaranteed return worth it, 401k vs brokerage…
  • Why Won’t the Stock Market Go Down? · 25 minOn episode 213 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Barry Ritholtz and Blair duQuesnay to discuss: the current market environment, the importance of the…
  • How Do You Prepare for Market Uncertainty? · 34 minOn episode 212 of Ask The Compound, Ben Carlson and Bill Sweet discuss managing risk in an uncertain environment, how much is too much Roth, how the BOXX ETF works, 529 accounts…
  • Can You Retire in Your 40s and Live Off the Dividends? · 38 minOn episode 211 of Ask The Compound, Ben Carlson and Bill Sweet discuss how box spread loans work, taxes vs asset location, small business retirement plan options, how to coast…
  • Should You Pay Off Your Mortgage Early or Invest in Stocks? · 22 minOn 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…
  • Is It Time to Buy Software Stocks? · 48 minOn 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…
  • How Do You Invest a Lump Sum of Cash In This Market? · 37 minOn 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…
  • Does the 4% Rule Still Work? · 28 minOn 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…
  • How Do You Hedge With Options? · 40 minOn 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…
  • Is the Stock Market Overvalued? · 45 minOn 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…
  • Should You Buy a House Right Now? · 40 minOn 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…
  • What if the Stock Market Falls 30%? · 30 minOn 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…
  • 10 Things Every Stock Market Investor Needs to Know · 34 minOn 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…
  • How Much Longer Will the Bull Market Last? · 40 minOn 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…
  • Will Housing Prices Fall In 2026? · 43 minOn 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…
  • How Does the 4 Year Rule Work? · 34 minOn 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…

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