In this episode of The Engineer Investor Podcast, we delve into William J. Bernstein's classic investing guide, The Four Pillars of Investing: Lessons for Building a Winning Portfolio. Join Engineer Investor as we break down Bernstein’s four pillars—Theory, History, Psychology, and the Business of Investing—and explore how each applies to modern systematic and quantitative investing. We discuss foundational concepts like diversification and asset allocation, examine market history, and address how behavioral biases impact investor decisions. For anyone interested in bridging traditional finance wisdom with a data-driven approach, this episode is a must-listen.

Listener Note: This episode has been updated since its original release.

My Free Personal Finance Guide: ⁠⁠⁠⁠⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠⁠https://twitter.com/egr_investor⁠⁠⁠⁠⁠⁠

GitHub: ⁠⁠⁠⁠⁠⁠https://github.com/engineerinvestor⁠⁠⁠⁠⁠⁠

Instagram: ⁠⁠⁠⁠⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠⁠⁠⁠⁠

LinkTree: ⁠⁠⁠⁠⁠⁠https://linktr.ee/engineerInvestor⁠⁠⁠⁠⁠

Disclaimer: As always, these opinions are for educational purposes only and do not constitute investing, legal, or tax advice. Implementation of these strategies requires extensive professional guidance. The tax code's complexity and lack of explicit guidance in many areas creates significant compliance risk. Investors must conduct thorough due diligence and obtain professional advice before attempting any tax-focused trading strategy.

In this episode, we dive into tax-aware long-short factor strategies, a powerful tool for investors seeking substantial net capital losses alongside attractive pre-tax returns. We explore how these strategies differ from traditional loss-harvesting approaches by focusing on deferring short-term capital gains and leveraging the high turnover of factor-based models to realize losses naturally. Through insights on managing short positions, balancing alpha with tax efficiency, and eventually transitioning to a long-only portfolio, we examine the mechanics that drive these strategies’ unique tax advantages. Drawing on AQR Capital Management's research, we uncover simulation results showing how tax-aware strategies can achieve cumulative net capital losses exceeding the initial investment, setting them apart from tax-agnostic approaches. This episode is ideal for financial advisors, tax-savvy investors, and anyone intrigued by sophisticated tax-efficient strategies that can boost after-tax returns.

My Free Personal Finance Guide: ⁠⁠⁠⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠https://twitter.com/egr_investor⁠⁠⁠⁠⁠

GitHub: ⁠⁠⁠⁠⁠https://github.com/engineerinvestor⁠⁠⁠⁠⁠

Instagram: ⁠⁠⁠⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠⁠⁠⁠

LinkTree: ⁠⁠⁠⁠⁠https://linktr.ee/engineerInvestor⁠⁠⁠⁠

Disclaimer: As always, these opinions are for educational purposes only and do not constitute investing, legal, or tax advice. Implementation of these strategies requires extensive professional guidance. The tax code's complexity and lack of explicit guidance in many areas creates significant compliance risk. Investors must conduct thorough due diligence and obtain professional advice before attempting any tax-focused trading strategy.

In this episode of The Engineer Investor Podcast, we dive deep into one of the most powerful retirement savings strategies available to high-income earners: the Mega Backdoor Roth 401(k). If you're looking to maximize your retirement contributions and unlock the potential for tax-free growth on a much larger scale, this episode is for you.

We'll answer the most pressing questions about the Mega Backdoor Roth:

1. What exactly is a Mega Backdoor Roth? Discover how this strategy leverages after-tax contributions to let you contribute beyond traditional limits, bypassing Roth IRA income restrictions.

2. How does it work step-by-step? We break down the process, from maximizing your standard 401(k) contributions to converting after-tax dollars to a Roth 401(k) or Roth IRA for long-term, tax-free growth.

3. Why should high earners consider it? Learn why this strategy can be a game-changer for those who want to grow retirement assets tax-free, especially if they’re above the income limits for Roth IRAs.

4. What are the tax implications? From understanding the tax treatment of after-tax contributions to the importance of timely conversions, we’ll discuss what you need to know to avoid unexpected liabilities.

5. Who is eligible, and is this strategy at risk? Not all 401(k) plans support Mega Backdoor Roths. We’ll walk through the requirements and discuss the possibility of future legislative changes.

6. The downsides and criticisms: We cover the complexity, potential costs, and some of the criticisms aimed at this strategy and why consulting a tax professional is highly recommended.

Whether you’re an experienced investor or just getting started, this episode provides valuable insights into an advanced strategy for maximizing tax-free retirement savings.

Tune in to see if a Mega Backdoor Roth could be a fit for your retirement goals!

My Free Personal Finance Guide: ⁠⁠⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠https://twitter.com/egr_investor⁠⁠⁠⁠

GitHub: ⁠⁠⁠⁠https://github.com/engineerinvestor⁠⁠⁠⁠

Instagram: ⁠⁠⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠⁠⁠

LinkTree: ⁠⁠⁠⁠https://linktr.ee/engineerInvestor⁠⁠⁠⁠

As always, these insights are for informational purposes only and do not constitute investing, legal, or tax advice—please consult a financial professional to determine what’s best for you.

In this episode of The Engineer Investor Podcast, we dive deep into the world of trend following and managed futures, exploring the core principles behind these popular systematic investing strategies. We’ll break down how trend following works by capturing momentum in asset prices and discuss the historical performance of managed futures in various market environments. Through an analysis of key examples and data, we highlight why these strategies are often considered effective hedges during market downturns. Whether you’re a seasoned investor or just curious about alternative investments, this episode will provide valuable insights into how trend-following and managed futures can play a role in a diversified portfolio.

My Free Personal Finance Guide: ⁠⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠⁠

Twitter: ⁠⁠⁠https://twitter.com/egr_investor⁠⁠⁠

GitHub: ⁠⁠⁠https://github.com/engineerinvestor⁠⁠⁠

Instagram: ⁠⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠⁠

LinkTree: ⁠⁠⁠https://linktr.ee/engineerInvestor⁠⁠⁠

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

In this episode of The Engineer Investor Podcast, we dive into the compelling reasons for a globally diversified equity portfolio. We'll explore how different markets across the world contribute to reducing risk, enhancing returns, and smoothing out volatility. With a blend of historical data, market trends, and factor investing principles, we’ll also cover strategies that go beyond U.S. equities to capture opportunities in emerging and developed international markets. Whether you’re a passive investor or an active allocator, this episode offers insights into building a robust, globally diversified portfolio.

International Diversification—Still Not Crazy after All These Years: https://www.aqr.com/Insights/Research/Journal-Article/International-Diversification-Still-Not-Crazy-after-All-These-Years

International Diversification Works (Eventually): https://www.aqr.com/Insights/Research/Journal-Article/International-Diversification-Works-Eventually

Ben Felix's Video on International Diversification: https://www.youtube.com/watch?v=1FXuMs6YRCY

My Free Personal Finance Guide: ⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠

Twitter: ⁠⁠https://twitter.com/egr_investor⁠⁠

GitHub: ⁠⁠https://github.com/engineerinvestor⁠⁠

Instagram: ⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠

LinkTree: ⁠⁠https://linktr.ee/engineerInvestor⁠⁠

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

In this episode of The Engineer Investor Podcast, we take an in-depth look at Alpha Architect's unique approach to factor investing. Join us as we explore the core factors driving returns—Value, Momentum, Quality, and more—and how Alpha Architect's evidence-based philosophy sets them apart in the ETF landscape. We break down the performance of these factor ETFs, discuss the research behind them, and evaluate their long-term potential for investors. Whether you're new to factor investing or looking to enhance your portfolio, this episode will give you a comprehensive understanding of how Alpha Architect's strategies align with modern investing principles.

For more on Alpha Architect Factor Focused ETFs (QVAL/IVAL & QMOM/IMOM): https://alphaarchitect.com/wp-content/uploads/compliance/etf/education/Focused_Factors_etf_vF.pdf

My Free Personal Finance Guide: ⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠

Twitter: ⁠https://twitter.com/egr_investor⁠

GitHub: ⁠https://github.com/engineerinvestor⁠

Instagram: ⁠https://www.instagram.com/engineerinvestor/⁠

LinkTree: ⁠https://linktr.ee/engineerInvestor⁠

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

This episode breaks down the the Alpha Architect 1-3 Month Box ETF (BOXX), a tax-efficient cash management tool that seeks to replicate the performance of U.S. Treasury Bills. The BOXX ETF uses a strategy called box spreads, a combination of options trades that eliminate market risk and provide a predictable return.

My Free Personal Finance Guide: ⁠⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠⁠

Twitter: ⁠⁠https://twitter.com/egr_investor⁠⁠

GitHub: ⁠⁠https://github.com/engineerinvestor⁠⁠

Instagram: ⁠⁠https://www.instagram.com/engineerinvestor/⁠⁠

LinkTree: ⁠⁠https://linktr.ee/engineerInvestor⁠⁠

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

This episode breaks down an investment strategy called Return Stacking, which involves layering different investment returns on top of each other to achieve greater than a 1:1 exposure. This strategy aims to unlock the benefits of diversification by allowing investors to add alternative investment strategies, such as managed futures and futures yield, to their existing portfolios without sacrificing core stock and bond allocations. The strategy's proponents believe that Return Stacking can enhance long-term returns, improve portfolio diversification, and manage investor behavior by reducing tracking error to their benchmark. The episode detail the Return Stacked® suite of ETFs, including the Return Stacked® Bonds & Managed Futures ETF (RSBT), the Return Stacked® U.S. Stocks & Managed Futures ETF (RSST), the Return Stacked® Bonds & Futures Yield ETF (RSBY), and the Return Stacked® U.S. Stocks & Futures Yield ETF (RSSY), which are designed to implement Return Stacking and provide investors with the opportunity to build diversified portfolios without sacrificing core allocations.

My Free Personal Finance Guide: ⁠https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb ⁠

Twitter: ⁠https://twitter.com/egr_investor⁠

GitHub: ⁠https://github.com/engineerinvestor⁠

Instagram: ⁠https://www.instagram.com/engineerinvestor/⁠

LinkTree: ⁠https://linktr.ee/engineerInvestor⁠

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

Avantis Investors, a company that manages investments, uses a scientific approach to determine which stocks are likely to provide the best returns. Their strategy is based on the idea that investors set the prices of stocks based on their expectations of future profitability, or discount rate. Avantis aims to identify companies with higher implied discount rates, suggesting they are more likely to provide higher returns. They use valuation ratios, which incorporate information from a company’s financial statements and current stock price, to identify these companies. Their strategy focuses on profitability and book-to-market ratios, which are known to predict future performance. Avantis also incorporates additional factors, such as momentum and investment patterns, to further improve their stock selection. Finally, they implement a rebalancing strategy that seeks to minimize unnecessary trading costs while maintaining their desired portfolio exposure.

Avantis Scientific Approach To Investing Document: https://res.americancentury.com/docs/inst-avantis-scientific-approach-to-investing.pdf

My Free Personal Finance Guide: https://github.com/engineerinvestor/personal-finance-guide/blob/main/A_Friendly_Guide_to_Personal_Finance_and_Investing_for_Everyone.ipynb

Twitter: https://twitter.com/egr_investor

GitHub: https://github.com/engineerinvestor

Instagram: https://www.instagram.com/engineerinvestor/

LinkTree: https://linktr.ee/engineerInvestor

As always, these are my opinions and do not constitute investing, legal, or tax advice. Please seek guidance from a professional.

Note: I uploaded a new episode replace an inaccuracy in the original version of this episode.

This podcast dives into the art of bluffing in poker, a skill that separates the pros from the amateurs. Using insights from MIT's Poker Theory and Analytics course, we decipher poker strategies to help you become a better player. Whether you're a seasoned pro or just starting out, this podcast will deepen your understanding of bluffing, allowing you to make smarter decisions at the table and take your game to the next level. Learn the secrets of successful bluffing and dominate the poker world!