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Retire Sooner with Wes Moss

Wes Moss
Retire Sooner with Wes Moss
Latest episode

301 episodes

  • Retire Sooner with Wes Moss

    Lump Sum vs Pension, Dividends & Market Risks Explained

    04/09/2026 | 41 mins.
    If the financial headlines feel overwhelming, Wes Moss and Christa DiBiase help bring things back into focus. This episode of the Retire Sooner Podcast ties real listener questions to long-term investing principles, offering context to support more informed decision-making.

    • Examine why many Americans feel financially behind while weighing the risks often associated with higher-risk areas such as crypto, meme stocks, options trading, and sports betting—and the behavioral pull of comparison-driven investing.

    • Evaluate pension choices by comparing lump sum payouts versus lifetime income streams in the context of longevity, income needs, and personal financial goals.

    • Understand how dividends may factor into total return and how reinvestment has historically contributed to long-term investment outcomes.

    • Assess how to use proceeds from a home sale by balancing debt reduction, investment opportunities, and liquidity for future flexibility.

    • Explore investment options often considered more conservative, such as Treasury money markets and short-term bond ETFs, while recognizing trade-offs between stability, income, and interest rate risk.

    • Differentiate between fixed annuities and CDs by reviewing guarantees, liquidity considerations, and how each may fit within a broader retirement income strategy.

    • Take a fresh look at your portfolio by balancing different time horizons, being mindful of taxes, and thoughtfully managing RSU stock (Restricted Stock Units) with an emphasis on diversification.

    Listen and subscribe to the Retire Sooner Podcast for more educational conversations about financial decisions and the world around them.

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  • Retire Sooner with Wes Moss

    Retirement Is Evolving—Are You Keeping Up?

    04/02/2026 | 39 mins.
    Reimagine what retirement could look like with Wes Moss and guest host Mallory Boggs, as they connect today’s biggest financial questions to real-life planning decisions. From new savings strategies to listener-driven scenarios, this episode of the Retire Sooner Podcast delivers timely context to help you think differently about your financial future.

    • Discover how “Trump Accounts,” seed funding, and consistent contributions are being discussed as tools for early, tax-advantaged, multigenerational savings.

    • Explore how a Year Zero Savings Plan may shape a child’s financial starting point while highlighting the impact of time in long-term investing.

    • Evaluate traditional retirement accounts versus Roth conversions when considering tax diversification over time.

    • Compare conservative and balanced portfolios using the efficient frontier to better understand theoretical risk and return tradeoffs.

    • Assess how pensions and VA disability income are sometimes viewed within broader investment frameworks.

    • Examine the FIRE movement alongside the Retire Sooner Method and a “dimmer switch” approach as different perspectives on retirement timing.

    • Get answers to listener questions on target-date funds, Roth IRAs for Americans abroad, and contribution strategies within current guidelines.

    • Recognize the role of periodic portfolio reviews and coordination with financial and tax professionals as part of an ongoing planning process.

    Hear what these topics and ideas may mean for your own financial planning. Listen and subscribe to the Retire Sooner Podcast to stay informed and engaged with the decisions shaping your retirement and future.

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  • Retire Sooner with Wes Moss

    Clark Howard Joins Wes Moss: Navigating Market Volatility, Inflation, and Retirement Planning

    03/26/2026 | 39 mins.
    Special guest Clark Howard joins Wes Moss to co-host a standout episode of the Retire Sooner Podcast, exploring how market volatility, energy prices, and global events may intersect with retirement planning considerations. Evaluate how shifting economic forces, from inflation to Federal Reserve policy, may shape investment decisions and long-term financial positioning.

    • Explore how rising oil and energy prices may influence gasoline, travel, and everyday consumer costs through petroleum-based dependencies.

    • Assess how production levels, demand shifts, and changing consumer behavior may shape economic activity and regional growth.

    • Evaluate how international slowdowns and Federal Reserve rate decisions may influence U.S. markets, inflation trends, and investor sentiment.

    • Consider general approaches to portfolio positioning during market uncertainty, including the role of liquidity (dry powder) in navigating volatility.

    • Examine risks across alternative investments, including private equity, private credit, ultra-high-yield strategies, and business development companies, which may involve higher risk and reduced liquidity.

    • Identify common financial pitfalls tied to annuities, retail pricing structures, and shortcut-driven investment decisions.

    • Recognize how lifestyle trends like pickleball may influence healthcare utilization and long-term cost considerations.

    Understand the financial forces shaping today’s retirement landscape and how they may connect to retirement strategy and long-term planning decisions. Listen and subscribe to the Retire Sooner Podcast to stay informed and engaged.

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  • Retire Sooner with Wes Moss

    Retirement Planning in Volatile Markets: Inflation, Oil Prices, AI, and Portfolio Strategy

    03/19/2026 | 45 mins.
    Market volatility, inflation, and rapid technological change are shaping today’s financial landscape, while long-term planning remains an important consideration for many investors. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase share general perspectives on investing, retirement planning, and workplace trends to help inform decision-making within a broader financial context.

    • Assess how geopolitical events and oil price volatility may influence inflation, consumer costs, and market performance.

    • Understand how energy markets and real-time information flow may contribute to stock market swings and investor sentiment.

    • Review historical market behavior following geopolitical shocks to add context to short-term volatility.

    • Apply portfolio rebalancing principles to maintain alignment with long-term investment objectives during market declines.

    • Recognize the role of consistent retirement contributions, including 401(k) plans, in supporting long-term market participation.

    • Compare fixed-income investments and high-yield savings options when evaluating rates, liquidity, and diversification.

    • Analyze how artificial intelligence may be influencing productivity, workloads, and small business hiring trends.

    • Address listener questions on early retirement, portfolio diversification, gifting strategies, and maximizing contributions.

    • Explore considerations for transitioning into financial planning, including income variability and career outlook.

    Listen and subscribe to the Retire Sooner Podcast for ongoing perspective on investing, retirement planning, and navigating market conditions.

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  • Retire Sooner with Wes Moss

    Retirement Planning in a Changing Market: U.S. vs. International Stocks, the Rich Ratio, and Long-Term Investing Decisions

    03/12/2026 | 39 mins.
    Retirement planning questions often intersect with global markets, tax decisions, and long-term investing strategy. In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine listener questions while exploring how portfolio diversification, retirement readiness, and disciplined investing may help shape long-term financial planning.

    • Evaluate international vs. U.S. stocks when considering portfolio diversification and the potential influence of recency bias in investment decisions.

    • Assess global market trends and examine how diversified asset allocation may support a long-term retirement investing strategy.

    • Clarify narratives about the U.S. dollar’s global reserve status and consider how central bank actions and global currency dynamics may influence markets.

    • Consider how owning large multinational companies in a U.S. portfolio may already provide meaningful international economic exposure.

    • Review how portfolio rebalancing may reposition a diversified investment portfolio when previously underperforming asset classes begin to recover.

    • Measure retirement readiness by evaluating total net worth and applying the “Rich Ratio” framework—assets divided by spending needs.

    • Examine how pension income, debt freedom, and lifestyle spending may influence long-term retirement stability.

    • Compare nondeductible IRA contributions with taxable brokerage accounts when evaluating tax treatment and long-term investment flexibility.

    • Evaluate strategies for managing financial windfalls, including the tradeoffs between mortgage payoff and directing additional savings toward long-term investments.

    • Identify foundational investing principles for young adults building wealth early in their careers, particularly when monthly investing contributions may fluctuate.

    Listen and subscribe to the Retire Sooner Podcast to hear Wes Moss and Christa DiBiase explore ongoing conversations about retirement planning, investment strategy, and long-term financial independence.

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About Retire Sooner with Wes Moss

Wes Moss is on a mission: help at least 1 million Americans of any age retire sooner and find joy along the way. A seasoned finance professional, best-selling author, broadcaster, and teacher, Wes has done extensive research on the habits of the happiest retirees. On this podcast, Wes shares key lifestyle and money habits you can implement now to prepare for a secure future while not depriving yourself of happiness in the present. In addition to leveraging his 20+ years of knowledge as an investment advisor, Wes brings in guests and specialists to teach you how to set and work towards your financial and lifestyle objectives. Refreshingly-free of mind-numbing financial jargon and unrealistic money goals, Retire Sooner with Wes Moss gives listeners the tools on how to retire sooner in the real world.
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