The Long Term Investor

Do you feel like something’s missing, even with a solid financial foundation? Or wonder if there’s a better way to use your money for happiness?   In this episode, I sit down with Daniel Crosby, Ph.D., behavioral finance expert and author of The Soul of Wealth, to discuss why the traditional approach to money often leaves us wanting more—and what actually leads to lasting satisfaction. Tune in to learn how to align your financial journey with deeper values, break free from social comparison, and take practical steps toward a more meaningful, joy-filled life.   Listen now and learn: The best way to spend money on yourself How social comparison impacts financial decisions Why relationships have such a powerful impact on financial well-being   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [0:30] The Inspiration Behind The Soul of Wealth  [2:10] Charitable Giving and the Path to Abundance   [05:15] Investing in Your Well-Being and Personal Development [10:10] The Impact of Social Comparison on Financial Decisions   [17:00] Developing Better Habits for Financial Success [23:00] The Power of Relationships in Wealth and Happiness [27:30] The Link Between Money and Happiness  [33:20] Continual Learning and the Power of Novelty  

In this episode, we sit down with Josh Brown, CEO of Ritholtz Wealth Management, to explore the major shifts shaping Wall Street and what they mean for today’s investors. From the rapid rise of private equity and alternative investments to the growing influence of passive investing, Josh breaks down the trends every investor needs to understand.   Listen now and learn: Why private equity and alternative investments are gaining traction The top 3 ways advisors add value beyond just picking investments How technology is helping investors avoid emotional decisions during market corrections   Whether you’re a DIY investor or work with an advisor, this episode will give you a clear view of the forces driving today’s financial landscape—and how you can use them to your advantage.   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [1:10] The Shift from Traditional Media to Blogs and Social Media [6:10] The Growth of Passive Investing and its Impact on Wall Street [9:05] Private Equity and Alternative Investments [17:45] Advisors' Role in Navigating Financial Trends [24:50] The Value of Financial Advisors and DIY Investors   [28:00] Market Corrections and Investor Behavior [39:50] Josh Brown’s Work on Billions  

As tax changes loom due to the impending expiration of the Tax Cuts and Jobs Act, the importance of strategic planning emerges. Roth conversions can pave the way to significant savings, but timing and individual tax situations are crucial. The discussion highlights who stands to gain most from these conversions, with real-life scenarios for various taxpayers. Moreover, the need for personalized financial advice is emphasized, especially as individuals navigate complex federal and state tax implications before 2026.

In this episode, I’m joined by Marlena Lee from Dimensional Fund Advisors for a deep dive into evaluating investment fads and how to build better portfolios. We also explore the importance of global diversification and why certain investments may not belong in your long-term strategy.   Listen now and learn: A framework for evaluating whether an investment fad deserves a place in your portfolio. The truth about private investments and why gold or crypto might not be the hedges you think they are. Why past performance and company size don’t always indicate future returns.   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [0:40] Eugene Fama’s Contributions to Finance [6:39] Evaluating Investment Fads  [11:10] Scarcity, Growth Stocks, and Extrapolating Returns   [14:13] The Importance of Global Diversification   [29:46] Gold and Cryptocurrencies as Investments   [36:36] Hedge Funds and Private Investments   

Things can get complicated quickly in the world of personal finance. From investing and budgeting to estate planning and insurance, there are multiple ways to accomplish what you need to get done.   In today’s episode, you’ll hear an interview I did on “The Struggle Is Real” podcast. This interview dives into how to simplify investing and budgeting in a way that feels more approachable.    Listen now and learn:   What matters whenever it comes to successfully investing My straightforward investment strategy The most important factor in investing How to simplify spending by reverse budgeting How to enjoy your money as it grows Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

In this episode, we tackle one of the biggest challenges investors face: making smart, strategic decisions in an unpredictable market.    Drawing inspiration from the game of chess, my guest Rubin Miller will explain how to think several steps ahead when it comes to your portfolio, outmaneuver market uncertainty, and avoid costly mistakes. We also discuss the role of “luck” in investing and how good decisions do not always lead to good outcomes.    With his chess expertise and role as Chief Investment Officer, Rubin has a knack for explaining tricky investment concepts so investors can feel confident in the decisions being made for them.    Listen now and learn: The similarities and differences in decision making with chess and investing Why understanding the role of skill and luck is critical for long-term investing success How tools like options and diversification can help you manage risk and build a resilient portfolio   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [0:54] Chess, Investing, and the Art of Navigating Uncertainty  [09:17] The Role of Skill and Luck in Investing  [11:49] The Japanese Mochi Company: Focusing on What You Do Best  [17:02] Certainty vs. Uncertainty: Building a Thoughtful Portfolio  [24:02] The Challenges of Portfolio Construction  [29:04] The Role of Options in Risk Management 

When a CD matures, you have several options: renewing the CD, moving the funds to a high-yield savings account, or exploring higher-risk, higher-reward investments. Each choice comes with its own set of benefits and drawbacks.   Listen now and learn: Strategies for maximizing your earnings Whether you should renew your CD or move to a high-yield savings account When to move your cash to higher-risk, higher reward investments   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Wes Gray, founder of Alpha Architect, joins the show to explore the evolution from traditional stock picking to data-driven quantitative investing.   Listen now and learn: Why even a perfect stock-picking strategy can still fail during market downturns The power of factor investing and how it systematically enhances portfolio returns A critical perspective on investing in emerging markets and private equity   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [0:30] From Stock Picker to Quant: Wes Gray’s Investing Journey [8:39] The Efficient Market Hypothesis and the Reality of Active Investing [12:29] Factor Investing Explained [19:31] Why Value Investing Has Struggled   [29:54] The Role of Momentum in a Portfolio   [33:36] A Critical Look at Emerging Markets and Private Equity   

In the realm of investing, nothing is more seductive than picking a winning stock. Unfortunately, investing in individual stocks is incredibly risky. But here’s the good news: picking winning stocks isn’t necessary.   Listen now and learn: A history of individual stock returns How professional investors perform The best way to own winning stocks   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Taylor Schulte joins the show for a dive deep into the world of dividend investing. Tune in as we debunk common myths and provide a clear framework for building a successful investment portfolio.    Listen now and learn: The drawbacks of chasing high-yield investments and how to build a balanced portfolio How dividend-focused funds perform relative to the market Tax implications of dividends vs stock buybacks   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [0:30] Introduction to Dividend Investing and Common Misconceptions [4:45] Building a Portfolio: Yield Focus vs. Total Return Approach [12:30] Performance of Dividend Strategies [17:30] Understanding Buybacks and Tax Implications [22:15] Retirement Income Strategies and Aligning Investments with Goals