Episodes

Where Should I Put Cash After the Fed Rate Cut?
Sept. 24, 2025

Where Should I Put Cash After the Fed Rate Cut?

On episode 190 of Ask The Compound, Ben Carlson and Duncan Hill discuss the best place to keep cash, career advice for young CFAs, where to invest $100k right now, and much more! Submit your Ask The Compound questions to askt...
Is It Time to Buy Bonds?
Sept. 17, 2025

Is It Time to Buy Bonds?

On episode 189 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz Wealth Chief Financial Officer Bill Sweet to discuss when investing in bonds makes sense, how to choose the right mortgage, the right bala...
How Will the $84 Trillion Wealth Transfer Play Out?
Sept. 10, 2025

How Will the $84 Trillion Wealth Transfer Play Out?

On episode 188 of Ask The Compound, Ben Carlson and Duncan Hill discuss: diversifying a real estate empire, when it makes sense to splurge, RSUs with Joey Fishman, emergency funds, and more! Submit your Ask The Compound ques...
Is This a Bubble?
Sept. 3, 2025

Is This a Bubble?

On episode 187 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Chief Financial Officer Bill Sweet to discuss fundamentals, the Roth limit conspiracy, spending income vs principal, and much more! Submit your Ask...
How to Buy a Porsche on a Honda Budget
Aug. 27, 2025

How to Buy a Porsche on a Honda Budget

On episode 186 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Chief Investment Strategist Barry Ritholtz to discuss pre-70s S&P data, buying used cars, private investment opportunities, evaluating your financi...
How to Triple Your Net Worth in 5 Years
Aug. 20, 2025

How to Triple Your Net Worth in 5 Years

On episode 185 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Chief Market Strategist Callie Cox to discuss asset allocation advice, navigating a financialized economy, what if we don’t get a recession in the ...
Millionaire Financial Goals
Aug. 13, 2025

Millionaire Financial Goals

On episode 184 of Ask The Compound, Ben Carlson and Duncan Hill discuss the best emergency funds, impulse purchases, preparing for a future home purchase, and much more! Submit your Ask The Compound questions to askthecompoun...
Markets Are Crazy. Is This the New Normal?
Aug. 6, 2025

Markets Are Crazy. Is This the New Normal?

On episode 183 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM CFO Bill Sweet to discuss tax-optimized investment management and withdrawal strategies, what makes a client annoying, buying vs renting, and m...
How To Be Rich
July 30, 2025

How To Be Rich

On episode 182 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM COO and Author Nick Maggiulli to discuss The Wealth Ladder, accounting for inflation in your plans, high net worth planning, career implication...
What’s the Best Time to Invest?
July 23, 2025

What’s the Best Time to Invest?

On episode 181 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM Senior Advisor Joey Fishman to discuss purchasing employee stock options, investing during a lost decade, asset allocation and crypto, optimizi...
What’s the Perfect Level of Wealth?
July 16, 2025

What’s the Perfect Level of Wealth?

On episode 180 of Ask The Compound, Ben Carlson and Duncan Hill discuss planning for a home purchase, what to do if you failed a CFA test, optimizing 401k contributions, forgoing a real estate agent, and much more! Submit you...
How Does the Big Beautiful Bill Impact Your Taxes?
July 9, 2025

How Does the Big Beautiful Bill Impact Your Taxes?

On episode 179 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM CFO and tax specialist Bill Sweet to discuss putting cash to work, thoughts on the new tax bill, how Trump accounts affect 529’s, creating a sa...
Should You Invest in Stocks at All-Time Highs?
July 2, 2025

Should You Invest in Stocks at All-Time Highs?

On episode 178 of Ask The Compound, Ben Carlson and Duncan Hill discuss dating vs DCAing, if high college expenses will affect the economy, investing at all-time highs, and much more! Submit your Ask The Compound questions to...
How Do Young People Get Rich?
June 25, 2025

How Do Young People Get Rich?

On episode 177 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Ritholtz Wealth CEO and TCAF Host Josh Brown to discuss how to get rich without crypto, how RWM invests, reaching retail investors, and much more! ...
What Is the Expected Return for the Stock Market?
June 18, 2025

What Is the Expected Return for the Stock Market?

On episode 176 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Chief Market Strategist Callie Cox to discuss Ben's typical work day, expected returns, understanding risk tolerance, if a savings rate is too high...
How to Live Tax-Free in Retirement
June 11, 2025

How to Live Tax-Free in Retirement

On episode 175 of Ask The Compound, Ben Carlson and Duncan Hill are joined by CFO and Tax Specialist Bill Sweet to discuss downsides to 100% of assets in a Roth, making a career shift towards finance, the best savings options...
What’s the Biggest Risk Right Now?
June 4, 2025

What’s the Biggest Risk Right Now?

On episode 174 of Ask The Compound, Ben Carlson and Duncan Hill discuss AI and deflation, private equity in 401(k)s, ETFs for the long run, and much more! Submit your Ask The Compound questions to askthecompoundshow@gmail.com...
When Should I Sell My Stocks?
May 28, 2025

When Should I Sell My Stocks?

On episode 173 of Ask The Compound, Ben Carlson and Duncan Hill discuss using stocks as an emergency fund, optimizing RMDs, factoring in pensions as income, fictional book recommendations and much more! Submit your Ask The Co...
Is Retail the Smart Money Now?
May 21, 2025

Is Retail the Smart Money Now?

On episode 172 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Steve Quirk, Chief Brokerage Officer at Robinhood to discuss when buy the dip will stop working, the future of retail trading, AI as an advisor, an...
I Timed the Market. Now What?
May 14, 2025

I Timed the Market. Now What?

On episode 171 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Bill Sweet, tax specialist and RWM CFO to discuss tax-optimizing a portfolio rebalance, 60/40 portfolio drawdowns, moving or finding a new remote j...
Does Private Equity Belong in 401k Plans?
May 7, 2025

Does Private Equity Belong in 401k Plans?

On episode 170 of Ask The Compound, Ben Carlson and Duncan Hill are joined by Michael Sidgmore, Co-Founder and Partner at Broadhaven Ventures to discuss diversification using private markets, how tariffs affect private credit, at what net worth private assets make sense, and much more! Submit your …
The Stock Market Rallied. Now What?
April 30, 2025

The Stock Market Rallied. Now What?

On episode 169 of Ask The Compound, Ben Carlson and Duncan Hill discuss the meaning behind U.S. dollar strength or weakness, investing in bonds vs using high yield savings accounts, the optimal amount of emergency savings, bu...
What’s the Best Case Trade War Scenario?
April 23, 2025

What’s the Best Case Trade War Scenario?

On episode 168 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM Chief Investment Officer and Masters in Business host Barry Ritholtz to discuss staying invested amidst bearishness, the best case scenario aro...
How to Invest in an Uncertain Market
April 16, 2025

How to Invest in an Uncertain Market

On episode 167 of Ask The Compound, Ben Carlson and Duncan Hill are joined by RWM Chief Market Strategist Callie Cox to discuss dealing with policy uncertainty, the bull case for tariffs, politics affecting portfolios, planni...