What does it take to think clearly and stay rational in a world full of financial noise?   This episode features part two of a rare conversation with Jason Zweig, acclaimed financial journalist and author of Your Money & Your Brain. From behind-the-scenes wisdom gleaned from Warren Buffett and Charlie Munger to the psychology driving your financial decisions, Jason delivers invaluable insights that will reshape how you think about investing.   Listen now and learn:   Lessons from legendary investors and their surprising strategies How cognitive biases and dopamine affect your financial decisions Why creating investing rules is key to long-term success The future of finance: from indexing to cryptocurrency   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. TIMESTAMPS:   [00:30] Jason Zweig’s Unplanned Path to Financial Journalism [04:06] Pivotal Advice: “Don’t Get Anyone’s Blood on Your Hands” [07:31] Learning from Industry Giants: Wisdom from Buffett, Munger, and Others [11:10] Daniel Kahneman’s Work on Cognitive Illusions [15:20] Neuroeconomics: A Window (and a Mirror) into Investor Behavior [19:14] The Brain on a Hot Streak: Dopamine and Anticipation [24:10] Laughing at Wall Street: Creating The Devil’s Financial Dictionary [29:08] Questioning the Future of Finance [34:13] A Lesson from the Antiques Market: Not Everything Always Holds Value [39:05] Price Feels Like Proof: The Trap of Anchoring on Success [41:18] What Excites Jason Zweig About the Future of Investing

Are today’s markets testing your patience, or making you question your strategies? Jason Zweig believes that timeless investment wisdom is more relevant now than ever. In this episode, we’re recording live from the New York Stock Exchange as Zweig discusses why Benjamin Graham’s "The Intelligent Investor" remains a cornerstone of disciplined investing. Zweig shares insights on the psychological challenges investors face, the role of human nature in decision-making, and why mastering market psychology is key to achieving lasting success. Listen now and learn: Why core investment principles remain crucial in a fast-paced world How to make market psychology work for, not against, you Strategies to recognize and manage emotional biases in investing The true meaning of being an intelligent investor Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Markets are driven by countless factors—consumer demand, innovation, interest rates, global trade, and more. Sure, policies can create a little wind in the sails for certain segments of the market, or a bit of a headwind, but presidents don’t hold the wheel. Listen now and learn: The limited impact of politics on stock markets The challenges faced by the US economy How the US stacks up in the two most important drivers of economic growth Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Are we entering a decade of low returns?  Goldman Sachs projects that S&P 500 returns will average only 3% annually over the next ten years—far below the historical norm of 13% in the last decade. While I’m not a believer in predicting the future, there are several useful elements in their research worth discussing. In this episode, I’ll explore what’s behind this forecast and what it means for investors. Plus, how to adapt to the shifting landscape with strategies that go beyond the traditional S&P 500. Listen now and learn: How one goes about forecasting future returns in the first place Historical instances where stocks underperformed cash for more than a decade Implications and actionable considerations for a period of lower US stock returns Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

What happens if the spouse who handles all the finances suddenly isn’t there? In this episode, Senior Wealth Manager Sara Gelsheimer of Plancorp joins us to explore why both spouses need to be involved in financial decisions. Whether due to sudden life changes or the realities of aging, having only one financial decision-maker can leave the other spouse unprepared for critical responsibilities. Sara shares practical steps and real-life examples that highlight the importance of financial involvement for both partners. Listen now and learn: The risks of relying on a single household financial decision-maker Actionable steps the “non-money” spouse can take to build confidence How couples can foster financial alignment and open communication The benefits of choosing an advisor both spouses trust Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. [00:04] The Risks of Having Only One Financial Decision-Maker [02:24] Key Statistics on Women and Financial Literacy [04:41] The Benefits of Both Spouses Being Financially Informed [06:16] Real-Life Examples of Preparing Non-CFO Spouses [11:05] Actionable Steps for the Non-CFO Spouse [14:48] How the CFO Spouse Can Help Their Partner [18:33] How to Choose a Financial Advisor for Both Spouses [22:50] Resources for the Non-CFO Spouse  

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  

The Tax Cuts and Jobs Act is set to expire in 2026, which could mean higher taxes for many. This upcoming tax law change has many asking: Should I do Roth conversion NOW to lower my taxes?    Roth conversions can save you a lot of money—but you have to weigh multiple factors in a careful way. I’ll cover sample scenarios and careful considerations in today’s episode.   Listen now and learn:    Who benefits most from Roth conversions and why How timing and your tax bracket can make or break a Roth conversion strategy 4 real-life examples of using Roth conversions to lower taxes Why a calculated, strategic approach to Roth conversions is essential   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

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  

With the S&P 500 rapidly declining over the past two weeks, what should investors be doing?   Listen now and learn: How often the stock market falls What triggered the most recent stock market decline Timeless wisdom for periods of stock market losses Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

If you want to maximize your investing returns beyond what traditional methods offer, discover leading edge opportunities, or simply stay up to date on the latest investing trends, alternative investments may be for you. The pursuit of diversification is not as straightforward as it once was — and the classic 60/40 portfolio may no longer be sufficient in helping investors achieve their financial goals. Alternative assets are emerging and may start to play a more prominent role in future investor portfolios.   This episode is recorded LIVE from the 2024 Morningstar Investment Conference with Phil Huber. He's the Chief Investment Officer for a multi-billion dollar wealth management firm and author of The Allocator’s Edge: A Modern Guide to Alternative Investments and the Future of Diversification. Listen now and learn: Why traditional asset allocation strategies may face challenges going forward How private credit has emerged as one of the fastest growing alternative asset classes The benefits of interval funds relative to traditional drawdown funds    Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [02:23] The Case for Alternative Investments [06:15] Understanding and Implementing Alternatives    [09:37] Educating Clients on Alternatives  [14:21] Exploring Private Equity [16:45] The Rise of Private Credit  [23:52] Interval Funds: A Modern Solution  [32:14] Crafting an Alternative Investment Strategy  [36:09] Effective Communication and Benchmarking 

In this episode, we're dissecting a strategy that many believe is a must-do for every investor: Tax-Loss Harvesting (TLH). But what if I told you that this widely recommended tactic might not be beneficial for everyone?   Listen now and learn: The three components necessary to derive value from tax loss harvesting Reasonable expectations of value from tax loss harvesting Actions you can take to maximize the potential benefits of tax loss harvesting Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

If you’ve ever felt anxious or overwhelmed by market volatility, don't miss this episode. I’m joined by Darius Foroux, a newsletter writer to 100,000 subscribers and author of the brand new book The Stoic Path to Wealth. His steady approach helps investors navigate the chaos of modern-day markets with discipline, emotional distance, and self-mastery.   Listen now and learn: How a Stoic approach to investing leads to better consistency and less emotional decisions The role education and skill-building play in achieving financial freedom Essential stock market fundamentals and practical strategies for financial success Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. [1:57] Importance of Investing and Challenges Investors Face [06:40] Managing Emotions and Staying Consistent [13:33] The Role of Education in Financial Success [19:03] Understanding the Stock Market  [28:58] Balancing Life and Investing [35:22] Practical Wisdom and Strategies for Investors

This episode dives into a topic that grabs investors’ attention every four years: the Presidential election.   The potential impact on the economy, policy, and markets often leads to increased anxiety and speculation.    Listen now and learn: The historical impact of elections on the stock market How markets have performed during different presidencies A framework for thinking about investment decisions during election season Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

There are few topics as broadly misunderstood as US government spending and, as a result, many conversations regarding Social Security are off the mark. The financial well-being of Social Security is obviously important from a policy perspective, but perhaps even more important from a financial planning and personal investment perspective.   Listen now and learn: The sustainability of Social Security Potential policy changes to Social Security  How to account for Social Security in your financial plan Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

The US national debt is a significant and often misunderstood topic: With the current debt sitting at around $34.6 trillion, many wonder if this signals an impending crisis. Peter breaks down what this figure means and explores the broader implications (many of which may surprise you).   Listen now and learn: Differences between the deficit, the debt, and the debt ceiling How US government finances are very different than household finances  Why inflation, not default, is the real risk of our deficit spending   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

While the US dollar currently enjoys a dominant position as the world's reserve currency, various factors could challenge its supremacy. Emerging economies, digital currencies, geopolitical shifts, and global financial reforms all pose potential threats. Understanding these dynamics is crucial for navigating the future of global finance.   Listen now and learn: What it means to be a reserve currency Why the US dollar is the dominant reserve currency The probability and implications of the US dollar losing its reserve status Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Jesse Cramer, author of The Best Interest, joins the show to share his in-depth research into the astounding math behind car ownership. This episode originally aired in 2023 and was a top interview of the year. Although this is a replay, the content shared is just as relevant today and important to consider for the impact big purchases can have on your finances.   Listen now and learn: How to evaluate the impact of time owned vs miles driven When purchasing a used car is smarter than buying a new car How leasing compares to owning from a cost perspective   To see the original show notes, YouTube interview, and resources visit this page: EP 116: The Astounding Math Behind Car Ownership with Jesse Cramer.  Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   TIMESTAMPS (4:08) The Primary Costs of Car Ownership  (11:08) Buy a New Car vs Buying a Used Car  (17:48) The Difference in Cost of Owning a Gas vs Electric Vehicle  (19:08) Evaluating a Car’s Utility  (28:08) Buying a Car vs Leasing a Car  (32:08) When to Repair a Car vs Buy a Car 

The problem with conventional wisdom is that it represents the masses, but there's a whole host of things that conventional wisdom gets wrong. By default, that feeds into what investors get wrong. This episode with Ashby Daniels originally aired in 2023 and was a top interview of the year. Although this is a replay, the content shared is just as relevant today and important to consider for your investing strategy and how you think about risk.   Listen now and learn: What investors get wrong A new way to think about risk How to define investment success   To see the original show notes, YouTube interview, and resources visit this page: EP 104: Challenging Conventional Wisdom with Ashby Daniels. Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   TIMESTAMPS (3:32) Blaming the Market Instead of Yourself  (10:03) Defining Risk  (16:49) How to Define Investment Success  (21:33) No Need to Be Smart. Just Don’t Be Stupid  (30:48) Investing Like an Optimist  (35:57) The Value of a Financial Advisor 

Michael Kitces is one of the industry’s leading experts on all things financial advice and financial planning. In this live episode recorded at Wealth Management EDGE, Michael explains the evolution of financial advice and how AI might impact the profession going forward. This episode originally aired in 2023 and was a top interview of the year. Although this is a replay, the content shared is just as relevant today and important to consider for the evolution of financial advice.   Listen now and learn: The evolution of financial advice from the 1960s to present Ways consumers benefit from financial advisors moving up the value chain  How AI might impact the financial advice profession    To see the original show notes, YouTube interview, and resources visit this page: EP 102: AI and the Evolution of Financial Advice with Michael Kitces [LIVE] Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   TIMESTAMPS:  (3:33) The Evolution of Financial Advice  (12:33) The Lack of Barriers to Entry for Giving Financial Advice  (18:33) The Impact of AI on the Financial Advice Profession 

In this episode, I’m joined by Carl Richards, a Certified Financial Planner (CFP®) and creator of the Sketch Guy column, appearing weekly in The New York Times since 2010. This episode originally aired in 2023 and was a top interview of the year. Although this is a replay, the content shared is just as relevant today and important to consider for your investing strategy.   Listen now and learn:   How investors fall victim to the behavior gap What it means to do real financial planning The best way to avoid “The Big Mistake”   To see the original show notes, YouTube interview, and resources visit this page: EP 100: What Real Financial Advice Means with Carl Richards.   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   TIMESTAMPS:  (04:30) What is the Behavior Gap? (07:45) Why Investors Get Distracted (11:05) What Investors Need When Markets Are Scary (17:30) Real Financial Planning  (24:30) Getting Ahead vs. Having Enough  (30:00) The Value of a Real Financial Advisor  

Dr. Burton Malkiel, author of A Random Walk Down Wall Street, joins the show to talk about the 50th anniversary of his investment classic. This episode originally aired in 2023 and was a top interview of the year. Although this is a replay, the content shared is just as relevant today and important to consider for your investing strategy.   Listen now and learn: The two biggest mistakes investors make Lessons from market bubbles of the past Practical ideas for achieving investment success   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (03:00) What Efficient Market Hypothesis Means for Investors (19:15) Lessons Learned from The History and Bubbles (29:00) How Interest Rates Are Impacting Stock Prices (32:30) The Case for Diversification (42:05) Behavioral Finance

Khe Hy of Rad Reads and The Examined Life Podcast joins to discuss the pursuit of meaningful wealth by balancing money, time, and happiness.   Listen now and learn: Why not all hours are valued equally and the importance of aligning activities with true life purposes How the value of money diminishes as wealth growths The issue with retirement planning that focuses too much on trading time today for more time later   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (06:18) The Value of Time (10:12) Diminishing Returns of Money and Marginal Utility (14:38) Balancing Financial Independence and Time (20:34) Questioning Financial Independence Conventional Wisdom (31:36) The Scarcity Mindset and Non-Money Fears  

How do you choose between a Roth and a Traditional 401(k)? Explore the financial implications of each option as we break down what it means for your current taxes, future gains, and overall retirement strategy.    Listen now and learn: How to strategically choose the right 401(k) type based on your career stage and future income expectations. Benefits of tax diversification vs tax timing. Practical tips for making the right decisions with your retirement savings. Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

This episode welcomes back Sara Gelsheimer, Senior Wealth Manager at Plancorp, to discuss the challenges and strategies for female breadwinners, balancing career and family, and the importance of integrating mental wellness into financial planning.   Listen now and learn: The importance of becoming more involved and confident in your financial life Practical strategies to negotiate better work-life balance. The importance of education, asking questions, and the role of effective communication in financial planning   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (02:04) Empowering Women in Finance (05:54) Challenges for Female Breadwinners (08:34) Tailored Financial Planning for Women (09:09) Balancing Career and Family as a Working Mom (14:37) Financial Planning Strategies for Women Leading Financially (21:59) Integrating Mental Wellness into Financial Planning (24:00) Emerging Financial Trends and Advice for Women

Originally aired on The Best Interest Podcast, Peter shares insights on why all-time highs are more common than one might think, the importance of maintaining a long-term perspective, and why trying to time the market is an unwise strategy. Listen now and learn: How often you should expect corrections and bear markets The primary long-term driver of stock returns The importance of understanding the conflicts of experts giving advice  Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. [02:25] Investing at All-Time Highs [04:47] Market Cycles and Volatility [11:20] The Limits of Market Timing [17:52] The Cyclical Nature of Stocks [24:19] The Connection Between Stocks and Earnings

Taylor Schulte and Benjamin Brandt join the show to talk about the Retirement Podcast Network and share valuable perspectives on various retirement-related topics.   Listen now and learn: How to leverage the Retirement Podcast Network to enhance your retirement readiness The major pain points retirees and those planning for retirement face Diverse ideas on how to approach advanced retirement planning strategies   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   02:34 Origin of the Retirement Podcast Network 07:09 Retirement Planning Beyond Investing 10:18 Retirement Income Strategies 14:10 Strategic Roth Conversions Are Great, But Not Everything 17:36 Long-Term Care Planning 20:58 Future Content Hubs at Retirement Podcast Network  

In this episode, we delve into the complexities of the S&P 500's index concentration, spotlighting the unprecedented impact of the 'Magnificent 7' on market dynamics and investor strategies.    Listen now and learn: The historical context and current state of S&P 500 market concentration. Diversification strategies for mitigating investment risks associated with the 'Magnificent 7'  How the performance of equal-weighted vs. market-cap-weighted indices offers insight on today’s market health and investment opportunities.   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

In this episode, Peter shares his interview from Investipal’s Podcast about all things portfolio construction and investment management.   Listen now and learn: How Peter thinks about designing portfolios When to think about deviating from an index strategy Novel ways to remove bias from a portfolio decision   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   Episode Timestamps: (02:59) Portfolio Construction Philosophy (12:16) Quantitative vs. Fundamental Approach (30:45) Reducing Emotional Biases  

When it comes to the disciplined approach of portfolio rebalancing, investors often find themselves in a conundrum, particularly with the necessity of realizing capital gains. This episode explores the tradeoff between maintaining a strategic, long-term asset allocation versus a higher tax bill.   Listen now and learn: Why many investors might soon need to realize some capital gains The importance of rebalancing and maintaining your target asset allocation Strategies to mitigate the tax impact of portfolio rebalancing Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Manisha Thakor, author of MoneyZen: The Secret to Finding Your “Enough,” joins the show to share practical steps to embrace a life of “enough.”   Listen now and learn: Strategies to resist societal pressures that equate success with perpetual accumulation. Ways to recognize when you have enough and how this realization can transform your approach to life and money. 7 steps for implementing a Joy-Based Spending program to maximize your happiness. Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions. [02:51] Understanding Money Zen [05:21] How People End Up in the Cult of Never Enough [18:20] Science of Hustle and Work-Life Balance [23:30] How to Implement Joy-Based Spending

In this episode, we delve into the heart of Nvidia’s recent surge and why it's not the missed opportunity it might seem.   Listen now and learn: Nvidia’s role in the AI and tech boom  Strategies to overcome feeling like you "missed an investment opportunity" Why you do not need to chase "hot stocks" to be a successful investor   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

In this episode, we’re joined by Christine Benz, Director of Personal Finance at Morningstar, who shares fascinating insights from her latest co-authored paper: "The State of Retirement Income 2023."    Listen now and learn: Motivations for safe withdrawal rate research Nuances of the 4% withdrawal rule Implications of today’s environment for retirement spending strategies   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   02:28 Motivation Behind the Research 03:54 The 4% Withdrawal Rule: An Overview and Its Shortcomings 07:15 Variables Impacting the Ideal Withdrawal Rate 12:45 The Impact and Value of Early Financial Gifts 17:16 The Advantage of Dynamic Spending Strategies 21:07 Upcoming Book: "How to Retire – 20 Lessons for a Happy, Successful, and Wealthy Retirement"  

You need money for everything, but money isn’t everything. That’s why there are a number of non- financial reasons you ought to embrace financial planning.   Listen now and learn: How blueprinting your life goes beyond a budget How financial planning can strengthen your bond with loved ones How a financial plan turns time from a fleeting resource into a strategic asset   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

The conversation continues with Derek Jess, Senior Wealth Manager and Shareholder at Plancorp, who returns to delve deeper into executive compensation planning strategies.   Listen now and learn: Key strategies for deferred compensation plans Advanced strategies for exercising stock options The important nuances of establishing a 10b5-1 plan   Be sure to also check out last week’s episode with Derek about Equity Compensation Strategies: Everything You Need to Know.   [02:00] Advanced Deferred Compensation Planning Strategies [11:35] Advanced Strategies for Exercising Stock Options [16:20] Understanding AMT Planning for Incentive Stock Options  [21:25] The Importance of Setting a 10b5-1 Plan   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Derek Jess, Senior Wealth Manager and Shareholder at Plancorp, shares his vast knowledge of integrating equity and executive compensation into comprehensive financial planning strategies.     Listen now and learn: The essential considerations and tax implications for incorporating equity compensation into your financial plan Unique risks faced by employees with large company stock positions A systematic approach to managing company stock   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [2:17] Understanding Deferred Compensation [3:43] Equity Compensation and Vesting Schedules [6:01] Restricted Stock vs. Stock Options [9:21] Tax Implications of Stock Options [14:05] Employee Stock Purchase Plans [17:36] Concentrated Stock Positions and Risks [21:05] Integrating Company Stock in Financial Planning [33:06] A Systematic Approach to Managing Company Stock  

Peter provides a data-driven analysis of what investing in stocks at an all-time high means for investors today.    Listen now and learn: The significance of all-time highs in the stock market How current dynamics fit into the natural growth cycle of the market Insights into balancing risk and opportunities that lead to confident investment decisions   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

Callie Cox, an acclaimed investment analyst, shares her expertise on navigating the complexities of the financial world in 2024. Tune in for an enlightening discussion that blends technical analysis with practical advice for both seasoned and aspiring investors.   Listen and learn:   What sparked the year-end rally and what to expect in 2024 Key insights from eToro’s Retail Investor Survey What to expect from Big Tech in 2024   Detailed show notes and resources can be accessed at www.thelongterminvestor.com.   [1:30] Reflecting on the Fourth Quarter 2023 Rally  [9:30] Market Leadership and Trends  [15:10] The Surge in Money Market Fund Flows  [19:20] The Case For Optimism in 2024  [22:50] Insights from eToro’s Retail Investor Survey [29:15] Potential Impact of a Bitcoin ETF  

  This episode explores the groundbreaking approval of spot price bitcoin ETFs by the SEC. Understand the impact of this development on investors   Listen now and learn: How spot price bitcoin ETFs differ from previous bitcoin ETF products The nuances of popular bitcoin investment theses Important questions to ask prior to investing in bitcoin   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

This episode features a deep conversation with renowned author and coach Brad Stulberg, exploring the intricate dynamics of mastering change in both personal and professional spheres.    Drawing from Stulberg’s latest book, “Masters of Change: How to Excel When Everything is Changing – Including You,” they delve into the science behind change and how individuals can navigate change effectively.    Listen now and learn: How embracing change paves the path to true stability Way to achieve rugged flexibility Why core values play an essential role as anchors amidst change   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   [2:14] The Science of Change [7:20] Rugged Flexibility and The Importance of Core Values [16:00] How a Diversified Identity Reduces Fear and Increases Resilience  [22:15] Tragic Optimism [28:20] Reacting vs Responding to Change

In this episode, we explore setting financial goals that transcend mere numbers.   Listen now and learn: Why most money goals aren’t aligned with holistic wealth How to set meaningful financial goals Ways to align your spending with those goals   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

This is the sixth episode of the Investing By Age series.   The episode originally aired in July of 2022 in a six-part series. Although this is a replay, the content shared is just as relevant today and important to consider for your finances.   As you retire and transition from saving to spending, there are several unique planning opportunities and challenges that arise.   Listen now and learn: How to simplify your investments Strategies for minimizing your total lifetime tax bill Different ways to navigate healthcare costs To listen to the entire 6-part series this episode aired with, visit www.TheLongTermInvestor.com and listen to: EP.56: Investing in Your 20s EP.57: Investing in Your 30s EP.58: Investing in Your 40s EP.59: Investing in Your 50s EP.60: Investing in Your 60s EP.61: Investing in Retirement You’ll also find all the show notes, free resources, and links mentioned in this episode.