Retire Sooner with Wes Moss

Gain a grounded, research-informed perspective on retirement planning in this episode of the Retire Sooner Podcast, where Wes Moss and Christa DiBiase examine the emotional, behavioral, and organizational factors that often influence how individuals approach life after work. This conversation highlights commonly referenced frameworks and planning considerations, offering context for listeners seeking to better understand the many moving parts of a thoughtful retirement process.

• Explore the behavioral and psychological dynamics behind transitioning from a saver mindset to a spending mindset in retirement, including the frequently cited “millionaire’s paradox.”

• Understand how creating a written retirement plan may h...

Stay informed about today’s highly-searched retirement and financial planning topics in this new episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase. Gain clear, accessible context on economic trends, retirement rules, portfolio structures, and planning conversations that are shaping long-term decision-making discussions.

• Explore how the proposed 50-year mortgage is influencing conversations around affordability, home-equity timelines, and shifting real estate structures.

• Recognize how the K-shaped economy reflects differing financial experiences across households and shapes discussions about consumer sentiment and wealth-building patterns.

• Clarify how mortgage leverage and ultra-long terms relate to borrowin...

Are you prepared for the major life catalysts that may influence your retirement planning and long-term lifestyle? In this episode of the Retire Sooner Podcast, Wes Moss and Producer Mallory highlight key moments that can shape financial decisions, expectations, and overall well-being.

• Explore how the “Retire Sooner Richter Scale” frames the relative influence of major life catalysts on retirement planning.

• Recognize how family transitions—college milestones, caring for aging parents, or losing a spouse—may shift emotional, logistical, and financial considerations.

• Consider how relationship changes, such as marriage, remarriage, or divorce, may alter household fina...

Ready to explore the real questions shaping today’s retirement conversations? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase respond to listener scenarios on family financial decisions, workplace retirement plans, and the changing job landscape—offering context to help listeners better understand the factors involved in long-term planning.

In this episode, you’ll:

• Explore how non-monetary inheritance can influence family values, expectations, and financial communication across generations.

• Review key considerations when evaluating whether to help adult children with debt while maintaining alignment with your own financial priorities.

• Unders...

Ready to explore thoughtful, research-driven ways to help plan for financial confidence and fulfillment in retirement? In this episode of The Retire Sooner Podcast with Wes Moss and Christa DiBiase, the hosts unpack timely topics around housing trends, investment considerations, and purposeful living—helping listeners make informed, values-based decisions for their next chapter.

• Review current housing market trends and how shifting buyer and seller dynamics may be influencing property values across the U.S.

• Identify regions where housing supply and demand are changing, and how local factors might shape opportunities for homeowners and prospective buyers.

...

Stay informed about the changing retirement landscape with hosts Wes Moss and Christa DiBiase as they unpack today’s relevant financial topics—from the growing influence of AI-related stocks to strategies for maintaining a well-balanced retirement plan. This episode of the Retire Sooner Podcast focuses on education, awareness, and practical insights to help you better understand the factors that can potentially shape your long-term financial journey.

• Explore how AI-related stocks are influencing the S&P 500 and what increased market concentration may mean for maintaining a diversified investment mix.

• Review thoughtful rebalancing considerations designed to help preserve...

In this special episode of The Retire Sooner Podcast, Wes Moss speaks with nationally recognized consumer advocate Clark Howard about current topics shaping the financial and retirement landscape. Their conversation centers on how investors can think more clearly about markets, behavioral finance, and long-term planning in today’s changing economy.

• Discuss how shifting economic conditions are influencing how Americans view retirement readiness.

• Review market valuation trends and how historical context can inform today’s conversations around investing.

• Compare different investment philosophies that emphasize patience, discipline, and perspective.

• Examine how technological advancements, including ar...

Ready to approach retirement with clarity and confidence? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase discuss how private equity, 401(k) plan developments, and evolving retirement planning trends are shaping today’s investing landscape—helping listeners stay informed and intentional about their long-term financial goals.

• Explore how private equity is being considered for inclusion in 401(k) plans, what this potential change could mean for plan sponsors, participants, and the broader retirement system, and understand how it differs from related categories like private credit and private infrastructure—including key factors to consider when evaluati...

Join Wes Moss and Christa DiBiase on the Retire Sooner Podcast, where real-life financial questions meet clear, grounded discussions about retirement planning, investing, and financial wellbeing. This episode explores practical ways individuals can make informed decisions, manage uncertainty, and approach retirement with more clarity and confidence.

• Review how the current bull market compares to past market cycles and what history may suggest about long-term investment behavior.

• Reflect on the difference between being financially “set” and emotionally “settled” when preparing for retirement.

• Evaluate potential considerations when choosing to pay down a mortgage or allocate extra cash tow...

Curious how today’s costs, inflation trends, and shifting expectations are shaping the American Dream? Join Wes Moss and Christa DiBiase on the Retire Sooner Podcast as they provide context on financial headlines, explore common planning questions, and share research-informed insights for your retirement journey.

• Explore the discussion around what it may take to reach the American Dream and whether a $5 million lifetime target is a realistic benchmark.

• Review how inflation has historically influenced the stock market and why the concept of a “Goldilocks zone” may be relevant for long-term investors.

• Compare how inflation ca...

Explore practical retirement planning strategies and gain clarity on key financial decisions in this engaging episode of the Retire Sooner Podcast. Wes Moss and Christa DiBiase discuss common questions and considerations for savers and soon-to-be retirees, providing perspectives on investment options and long-term planning frameworks.

• Discover how a focused 30-minute financial conversation between spouses about income, assets, and liabilities can reduce uncertainty and help families feel more organized and informed in their money matters.

• Understand why nearly half of Americans do not have a written financial plan and what this may indicate for retirement preparedness.

Gain a clear perspective on retirement planning in this episode of the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase, where listener questions meet the latest financial planning insights. Discover practical considerations that can help inform decisions about your long-term financial strategy.

• Examine how the Federal Reserve’s interest rate cut may influence mortgages, loans, and stock market activity.

• Understand why homeowners may appear “locked in” to current mortgage rates and explore potential shifts in housing trends.

• Explore how the Fed balances inflation with employment data and what this could mean for your fin...

Gain clarity on investing and retirement planning with this engaging episode of the Retire Sooner Podcast, hosted by Wes Moss and Christa DiBiase. Whether you’re navigating strong markets or uncertainty, this conversation provides frameworks and explanations to help support your retirement planning.

• Unpack five pillars of investing that may guide decision-making across both strong and volatile markets.

• Clarify how capital gains tax rates work, including how some investors may stay in the 0% long-term bracket under current tax law.

• Address listener questions on diversification, from S&P 500 funds to total market and international fund con...

Curious how to manage your 401(k), Social Security, and retirement withdrawals in today’s market? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase break down practical strategies for navigating retirement planning, taxes, and investment decisions so you can make informed choices for your financial future.

• Examine why a strong stock market may not reflect the real economy and what seems to be influencing current market movements.

• Break down company stock in 401(k)s and explore how net unrealized appreciation (NUA) can affect tax planning.

• Explore listener examples of balancin...

Ready to explore new perspectives on retirement planning? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine money, markets, and financial strategies, highlighting ways thoughtful planning may help support financial confidence.

·       Review how stock dividends have historically compared with bond interest over the long term.

·       Explain total return as the combination of growth and income, and discuss how it relates to inflationand purchasing power.

·       Compare the historical performance of stocks and bonds and outline the effects of compounding over decades.

·       Consider the role of bonds in a portfolio, particularly for those seeking stab...

Discover how money choices today can influence your financial confidence and retirement happiness in this engaging episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase. Gain perspective on retirement planning strategies, Social Security rules, tax considerations, and investing trends that could shape your financial journey.

• Examine how large IRA withdrawals—such as those used for home renovations—can affect Medicare premiums, and consider strategies to help manage taxable income.

• Break down the concept of tokenization in investing as Robinhood and the SEC highlight this trend, and think about the possibilities for fractional ownershi...

Get ready to rethink retirement with Wes Moss and Christa DiBiase as they examine the realities of investing, financial security, and planning for a fulfilling future. This episode of the Retire Sooner Podcast delivers actionable insights, practical frameworks, and real-world examples to inform your retirement planning decisions.

Hear a retirement story illustrating how asset allocation strategies can change over longer time horizons.

Explore how retirees might evaluate investment choices when guaranteed income streams exceed spending needs.

Question the traditional “own your age in bonds” rule and consider how personal comfort with market risk can...

Tired of sifting through retirement noise and myths? On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase unpack practical strategies and honest conversations to help you navigate your retirement journey with confidence—wherever you may stand today.

• Question what "Is the 60/40 Dead?" means for balanced investing and consider how classic stock/bond allocations might still fit modern portfolios.

• Analyze the evolution of balanced portfolios and prioritize flexibility and personalization to match your unique goals.

• Evaluate the benefits of working with a fiduciary advisor versus managing a low-cost index fund portfoli...

Kickstart your journey to a happier, earlier retirement with this high-energy episode of the Retire Sooner Podcast, where Wes Moss and Christa DiBiase tackle real listener questions and spotlight flexible strategies that could help you build a more confident retirement plan. Whether you're in your 40s, 50s, or beyond, get motivated to consider meaningful actions—starting now.

• Jump-start your savings approach in your 40s and 50s, even if you're just beginning to focus on retirement.

• Unlock the “50+ Retirement Catch-Up Toolbox” with tools like Roth conversions, HSAs, and enhanced contribution limits.

• Discover what’s ahead with new...

Think you might be richer than you realize? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine realistic benchmarks and practical frameworks for retirement planning.

• Define what the “rich ratio” means and consider how it may reframe your retirement outlook.

• Compare your savings habits to U.S. medians to understand the broader landscape.

• Acknowledge that building wealth typically occurs over long periods and that consistency can be meaningful.

• Discuss research on how happiness and financial confidence often plateau beyond certain savings levels.

• Evaluate the roles of tradi...

Think you know the rules of thumb for retirement and investing? Think again. On this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase examine common money myths and respond to listener questions that may reshape how you approach your financial future.

What you'll explore in this episode:

• Begin investing at any income level by seeing how access to markets has evolved.

• Focus on long-term participation instead of trying to perfectly time the market.

• Revisit the role of cash in your strategy and reflect on whether “cash is king” still hold...

Take the next step in your retirement planning.

Tune in to the latest episode of the Retire Sooner Podcast with Wes Moss and Christa DiBiase, where you'll hear thoughtful, real-world insights designed to help you make informed financial decisions and pursue a more confident, purposeful retirement.

• Explore ways to optimize Social Security benefits, including timing strategies, spousal considerations, and personalized withdrawal approaches.

• Understand common sources of retirement anxiety, even among high-net-worth individuals, and consider approaches for managing emotional and financial uncertainty.

• Learn how trusts can support estate planning goals, from avoiding probat...

In this episode of the Retire Sooner podcast, Wes Moss and Christa DiBiase respond to listener questions and explore practical approaches to navigating retirement, investing, and financial planning.

• Discover a common Roth IRA misstep that can lead to unexpected taxes in retirement and learn how to approach it with more clarity.

• Explore the process of rolling over a Roth 401(k) into a Roth IRA and how the five-year rule of thumb might impact your withdrawal timeline.

• Hear real-world scenarios that highlight different outcomes based on how long your Roth accounts have been in place...

In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase explore the role of dry powder assets in retirement planning and revisit “FOMO Freddie”—a cautionary character representing the risks of chasing investment trends without a long-term strategy. 🚀

They discuss why trend-chasing can be detrimental and how aligning with a consistent investment approach may help support long-term outcomes. You’ll hear comparisons of various investment styles—index, value, growth, momentum, and minimum volatility—and the potential drawbacks of “style timing” versus maintaining a steady allocation.

The episode also covers listener questions around portfolio transitio...

Dreaming about retiring early, but worried you’ll never have enough? On this episode of Retire Sooner with Wes Moss, Wes and Christa DiBiase break down powerful strategies and mindset shifts that could help folks retire sooner and happier, including:

• Tap Your IRA Early—Penalty-Free: Learn how Rule 72(t) and SEPPs can sometimes unlock your IRA before many expect and how that might help customize an early retirement plan.

• Rule of 55 vs. Rule 72(t): Compare two powerful early withdrawal strategies and discover which one could work for your retirement timeline.

• Smart Rollover and Roth Moves...

Explore powerful, often-overlooked retirement tactics—like the Rule of 55 and the 62/70 Social Security strategy—and hear listener questions answered by Wes and Christa to help you build an effective, income-focused financial future. 🎯

• Are corporate earnings the #1 financial metric for long-term investors to track when making better investment decisions?

• Learn how to evaluate earnings per share (EPS) and earnings growth when investing in individual stocks or index funds.

• Should retail investors join earnings calls—or is it better to focus on broader S&P 500 earnings trends?

• Understand how proxy voting works and whether your shar...

Looking for retirement guidance and insights on navigating gold investments, market volatility, and the impact of AI on jobs? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase address essential topics and answer listener questions on financial planning, investment returns, and preparing for the future of work.

• Gold as an Investment: Discuss the pros and cons of investing in gold, including historical performance and volatility. What’s an effective percentage to hold in a portfolio?

• Gold’s Performance Over Time: Gold has shown a respectable average annual return in recent decades; however...

Wes and Christa delve into essential topics to help get you ready to retire sooner and happier, including: • Review the Wes Moss 10-point retirement readiness checklist. • Understand how to transition from saving to spending. It sounds simple, but there can be more to it than meets the eye. • Explore the emotional and strategic importance of spending in retirement: What are productive ways to prioritize? • Reassess your estate, insurance, and healthcare coverage before retirement—procrastination can add unnecessary stress. • Be aware of advisor fees vs. value: you're not paying to beat the market, but to build and protect a sustainable plan. • Embr...

Tackle Roth IRA strategies, dollar cost averaging, passive investing risks, strategic retirement withdrawals, and more. Whether you're planning early retirement or optimizing your current portfolio, Wes and Christa deliver actionable insights and answer listener questions, including:

• Is Passive Investing Creating a Bubble?

Are index funds inflating markets? Or do global diversification and ongoing price discovery demonstrate otherwise? Is it a mistake to dismiss all active strategies?

• Roth IRA Allocation

Roth IRAs often have the longest time horizon. Does that make them ideal for more aggressive, all-stock index fund investing?

• How to...

Wes and Christa compare ETFs vs. index funds and retirement accounts vs. brokerage accounts. Unlock financial clarity and early retirement strategies with this jam-packed episode of dynamic discussion and listener questions, covering topics such as:

• The importance of staying invested during market volatility, using a recent market upswing as an example of patience leading to productive results.

• The aforementioned differences between ETFs, index funds, and even mutual funds. Discover which ones might be most effective for your specific needs.

• An explanation of Lipper Ratings and how tax efficiency can matter in taxable accounts. Are ET...

Is owning a home still a good investment? What are the 5 most important topics to cover when meeting with someone for financial guidance? Wes and Christa cut through the noise to explore these issues and answer listener questions, including:

• Explore the pros and cons of that homeownership question, housing as a long-term investment, and why it still matters. Learn why housing may serve as forced savings, inflation protection, and a path to mortgage-free retirement.

• Analyze the impact of housing market volatility and interest rates. Understand current trends in housing prices and mortgage rates, and what they...

Explore ways fear can sometimes subside in financial markets. Examine how missing the worst days, not just the best ones, can lead to less productive gains over time.

Wes and Christa analyze:

• Why 2025’s market feels more like a “bungee cord” than a rollercoaster.

• How to use the VIX (fear index) to gauge investor sentiment—and what it could mean for your investments.

• What historical spikes in fear (dot-com crash, 9/11, the 2008 financial crisis, COVID-19, inflation shock) might teach us about recovery patterns.

• Why most fear-filled crises eventually subside—and how to spot the tu...

Make informed decisions about your retirement plans, even in a bear market. Learn whether to cancel your vacation plans due to stock market concerns and discover how to manage your investments effectively.

Explore strategies like layering for early retirement and understand the implications of drawing down your TSP defined contribution plan. Examine rebalancing your taxable brokerage account, including ETFs and mutual funds, and learn the rules for rebalancing your Roth IRA.

Fine-tune your Roth IRA allocation for long-term growth, considering factors like pension plans and risk tolerance. Understand investment...

Explore the latest developments in the tariff tumult, including how a lack of clarity may have led to both market meltdowns and a melt-ups: a rollercoaster of highs and lows. Learn the key takeaways from a complicated situation and discover how to potentially navigate your path to financial independence in retirement.

Headlines are temporary, but your financial plan shouldn't be. Analyze the essential balance of diverse portfolios and dry powder. Accept that investing comes with the risk of down days, but realize the damage caused by missing the market rebounds.

Max out your financial insight with real-world retirement strategies and listener Q&A. Learn how to respond to shifting interest rates and weigh the pros and cons of working part-time during retirement. Explore ways to manage Required Minimum Distributions (RMDs), understand Social Security’s 35-year formula, and decide when to tap into pensions.

Get strategic about funding early retirement for your parents with trusts,

tax-smart giving, and family financial planning—plus, a warning on why joint

accounts sometimes backfire. Hear insightful thoughts on dollar-cost averaging

frequency and why inve...

Take control of your financial future. Learn how to determine the withdrawal rate for your retirement. Should you stick to the classic 4% rule, or is a 5% withdrawal rate possible? Hear why flexibility is key and how different spending approaches can impact your long-term security. Discover the impact of inflation, the pursuit of optimizing Social Security, and how a surprisingly small number of stocks make up about 50% of the S&P 500’s total value. Is it possible to time the market, or is participation a more strategic goal? Whether you're years away from retirement or already there, this episode is pa...

Unlock secrets to increase the probability of saving more for retirement, managing risk, and making more efficient financial moves. Learn how a simple mindset shift could potentially lead to a 14% increase in savings, why your risk tolerance evolves over time, and how to structure your investments for a more secure future. Explore strategies for dry powder reserves, Roth vs. traditional 403(b) contributions, and pension buyout decisions. Get helpful insights on dividend stocks, cybersecurity for retirement accounts, and creative legal ways to bridge income gaps before claiming Social Security. Wes Moss and Christa DiBiase break it all down on this...

Learn how to optimize your retirement planning by utilizing essential financial tools. Discover strategies for leveraging a COLA-adjusted pension, navigating 403(b) withdrawals while contributing to a Roth IRA, and minimizing taxes. Explore rolling I bonds into a 529 plan without triggering taxable events.

Analyze switching funds while managing a 401(k) or how Fidelity’s BrokerageLink might provide low-fee options without incurring taxes or penalties. Understand how to make the most of your retirement plan without worrying about tax implications.

Enjoy all this and more as Wes Moss and Christa DiBiase ta...

Dive into the six biggest mistakes early retirees often make—and how to avoid them. Are you financially prepared to retire sooner than 67? See why a phased retirement strategy can be a game-changer, learn how to secure multiple streams of income, and examine why location matters when it comes to staying close to family. Tackle the real cost of healthcare, the Social Security timing trap, and the risks of over-supporting adult children at the expense of your own future. Packed with insights and real-life retirement planning scenarios, Wes and Christa chart a roadmap that seeks financial independence. Don't just dr...

Break down the five financial habits of the happiest retirees—including how much money you really need, the power of multiple income streams, and why paying off your mortgage faster might boost happiness. Learn how rational optimism can fuel effective investing and how the 4% Plus Rule of thumb can typically keep you from running out of money. Then, discover the five lifestyle habits that make retirement fulfilling, from core pursuits (hobbies on steroids!) to the importance of independent kids, strong social connections, and travel with friends. Plus, Wes Moss and Christa DiBiase answer listener questions to tackle TSP (Thrift Sa...

Tackle the million-dollar retirement question: How much is enough? Use Wes’s "Fill the Gap" (FTG) method to simplify retirement math—subtract guaranteed income like Social Security from your monthly spending goal and multiply the shortfall by 25 to calculate target savings. Explore other early retirement strategies, including the debate about lump sum buyouts vs. pensions, and weigh real estate against dividend-yielding ETFs for passive income. Finally, join Wes and Christa for a candid discussion about financial media scare tactics and why staying the course typically beats chasing headlines.

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Probe America’s "mini-millionaires"—how they earn, invest, and build wealth through hard work, not luck. Dive into the potential for owning stocks and buying a home with a focus on financial independence, not flash.

Wes and Christa take listener questions to tackle substantial inheritance management, debate bonds vs. money markets for long-term gains, examine Robo-advisors hoarding cash, and the idea of doubling down on security to thwart hackers.

Wes wraps with John Bogle’s playbook: invest rather than speculate, slash expenses, and don’t let perfectionism ruin a solid financial plan. By taking action and inve...

Should you take a lump sum or pension payout? Use the 6% Test to help you decide. With markets hitting record highs, is it the right time to invest, or should you wait? History suggests some clues that retirement planning should not be left to chance. Wes Moss and Christa DiBiase provide crucial context by answering listener questions about 401(k) target date funds, beta vs. volatility, selling a business for retirement, mega backdoor Roth IRAs, and inherited IRAs.

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Discover 5 powerful portfolio diversification strategies to help reduce market anxiety and boost financial security. Learn how these strategies can apply to kids, retirees, and folks in between, with actionable ways to set up a custodial Roth IRA for young entrepreneurs, maximize retirement savings, and choose an investment approach that fits your needs.

Find out why kids earning money from small businesses, like selling roadside squash, could qualify for a Roth IRA. Avoid common mistakes like investing in a target date fund too soon. Looking for a fee-only fiduciary? Learn the real costs of hourly...

New changes in Social Security policies, particularly the elimination of the Windfall Elimination Provision (WEP) and the Government Pension Offset (GPO), may have significant implications for roughly 3 million Americans. Teachers, nurses, firefighters, police officers, and other public-sector workers who previously saw their Social Security benefits slashed may now receive the full benefits they’ve earned. This shift is reshaping retirement planning for many Americans, making it more critical than ever to have a solid financial strategy and for couples to be on the same page to help avoid future stress and regret.

On today’s episode, Wes is j...

Unpack the keys to investing for a happy retirement by highlighting foundational principles like prioritizing stocks to combat inflation and the strategic use of diversified "dry powder" assets for stability. Tackle listener questions, exploring international investments, mortgage payoff strategies, long-term healthcare costs, and tax-efficient withdrawals. On today’s episode, Wes is joined again by Christa DiBiase, the COO of Clark Howard, Inc.

Wes zooms in on the need for patience and persistence in investing, advising against the pitfalls of impulsive decisions and ill-advised “perfection-chasing” behavior. Together, Wes and Christa attempt to equip listeners with strategies to navigate financ...

On today’s episode, Wes looks at 2024’s obstacles to see what might serve as clues for success in 2025. The resilient U.S. economy closed 2024 with a 25% S&P 500 gain, defying inflation fears, international turmoil, and political upheaval. While consumer spending remains a vital economic driver, boosted by low unemployment and rising wages, renewed productivity fueled by AI and innovation could spark another boom.

With the current bull market still young and some earnings forecasts showing a robust 13% growth, optimism abounds. However, investors should prepare for the possible return of market volatility after two unusually stable years. Bond...

On today's episode of the Retire Sooner Podcast, we dive into the essential pillars for seeking to achieve financial freedom and a fulfilling retirement. Wes outlines five key strategies that may contribute to long-term success: prioritizing stocks, embracing massive diversification, practicing patience and longevity, navigating today's investing challenges, and creating a robust financial plan.

Wes is also joined by Christa DiBiase, COO of Clark Howard, Inc., to answer questions from across the country, offering insights on managing high investment fees, planning for retirement without Social Security, and balancing risk in portfolios.

We’ve all met that one guy who pontificates endlessly about the “fantastic” investments he’s made that year. He always seems drawn to the hottest and latest trends. You don’t fully believe him, but it still makes you feel a bit of dread at the thought of being left behind.

On this episode of the Retire Sooner Podcast, Producer Mallory joins Wes in the studio to explain why a fear of missing out on the FOMO Freddies of the world is typically not worth the energy. Though his bluster may temporarily cloud your judgm...

Most people have a vague idea of what it takes to stay healthy as we age—some combination of cutting out the delicious, irresponsible activities while adding in more nutritious, boring ones. While it never seemed overly complicated, it also didn’t sound very fun. Today’s guest flipped that script. According to Maddy Dychtwald, a healthy mindset can lower stress, which can actually make it easier and more enjoyable to exercise and socialize. In other words, you don’t have to white knuckle the tedious tasks. You might even look forward to them!

For nearly 40 years, Maddy ha...

Everyone wants a good life, but what does that mean, and how can you make it happen? On today’s show, Wes combines analysis from a neuroscientist, a bank CEO, and two very different retirees to find the overlapping characteristics of each.

According to Dr. Wendy Suzuki, professor of Neural Science and Psychology at New York University, the unifying theme is some sort of fulfillment. In a discussion with Annabel Spring, CEO of HSBC Global Private Banking and Wealth, the two explored how 11,000 bankers defined well-being. Some of the answers may surprise you.

According to tw...

I was recently at my son’s football games when one of the other dads walked over. He looked about 45 and said he was starting to think about the future. It’s a typical age for that concern to creep in, especially once a person feels financially secure. Now that you can take your foot off the gas a little bit, where should you steer the vehicle?

Dr. Riley Moynes is a doctor of figuring out what to do next. Specifically, he has a PhD in Education, but his journey extends beyond academics. In addition to his 20-yea...

Our Retire Sooner Team has been researching, studying, and writing about happy retirements for years, so there aren’t many aspects we haven’t considered. But every once in a while, a new study grabs our attention. The latest, Retire Without Regrets, from the Harvard Business Review, used a longitudinal study to examine the gap between retirement expectations and real-world applications.

Using life-mapping exercises to compare expectations with actual experiences, it identified four essential qualities for a happy retiree. The “Four A’s”: Alignment (personal values), Awareness (self-knowledge), Agency (active goal pursuit), and Adaptability (flexibilit...

The transition from one goal to another is often more challenging than either of the goals themselves. Once you get going, momentum can do a lot of the work, but turning the ship around or veering in a different direction takes planning, effort, discipline, and patience.

If that sounds daunting, don’t worry. Today’s guest can help.

Dr. Dorian Mintzer specializes in life transitions, helping both individuals and couples prepare for fulfilling retirements by exploring the non-financial aspects. She encourages people to examine past experiences to manage future expe...

Only 36% of voters still believe the American Dream is attainable, according to a 2023 Wall Street Journal/NORC survey. This figure is decidedly lower than other pollster findings in similar surveys. Those revealed that 48% of voters in 2016 and 53% in 2012 felt reasonably assured of their opportunities for a prosperous future.

In other words, more than half of Americans felt optimistic in 2012, and only slightly more than one-third do now.

Americans are consistently barraged with negative headlines and stressful news updates, from supersized natural disasters to political unrest to foreign wars. Despite...

Think about the day you drove your favorite car off the dealer’s lot. The engine was purring, the paint job was shining, and it ran like a dream. But as time passed, little things started to go wrong. A scratch here. An odd noise there. You took it to the shop for repairs, but eventually, you had to buy a new one.

The same thing happens to our bodies. Unfortunately, we can’t just buy new ones when something breaks down, but today’s guest wants to help us keep the ri...

Warren Buffett once said, “If a statue is ever erected to honor the person who has done the most for American investors, the hands-down choice should be Jack Bogle.” By creating index investing, the Vanguard Group founder helped to provide investors with a streamlined and low-cost way to buy broader market-tracking mutual funds.

Though he died in 2019, his lessons continue to light the path toward a financially secure and happy retirement. Reviewing them is a healthy exercise for all those trying to make their hard-earned savings outpace inflation over time.

Lear...

Investing for the future can be daunting. And while many of us assume the key is mastering the market’s financial aspects, a persuasive argument says the behavioral side is perhaps even more critical. How we think about money can significantly impact our journey to financial freedom in retirement. But where exactly is that intersection of mind and markets?

Dr. Daniel Crosby is the Chief Behavioral Officer at Orion Advisor Solutions and a leading voice in decoding market psychology. His books always seem to hit the NY Times Bestseller list or win some kind of...

How will the recent Federal Reserve rate cut impact your retirement income? Are your investments at risk or ready to benefit? In today’s episode of Retire Sooner, Wes Moss breaks down the 0.5% interest rate cut announced on September 18th and what it could mean for income investors.

Plus, we revisit our popular episode, “Income Investing: The Process, The Approach, and The Reward,” where Wes dives deep into the fundamentals of income investing. From understanding the emotional side of investing your retirement money to the diverse ways to approach investing, this episode covers it all. W...

More than one in five Americans serve as caretakers for an elderly parent or aging relative. How will we know what to do if and when that time comes? Is there someone we can ask? On today’s episode of the Retire Sooner Podcast, Wes sits down with author and Certified Caregiving Consultant Elizabeth Miller.

Elizabeth’s experiences caring for her aging parents and a brother with a developmental disability while simultaneously raising children and working full-time inspired her to create Happy Health Caregiver LLC, in 2015. As host of the Happy Healthy Caregiver Podcast on The Wh...

In today’s episode of the Retire Sooner Podcast, Wes takes aim at a recent Wall Street Journal article claiming the 60/40 portfolio and 4% retirement withdrawal rate could lead to ‘catastrophic’ outcomes. Wes concedes the author’s point about market unpredictability but rebuts such a gloomy hypothetical. He points to the potentially destructive consequences such an outlook can have on those fighting for retirement security and uses market history to illustrate examples of these time-honored strategies bouncing back from difficult periods.

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Have you ever met a 75-year-old who seems 40? How about a 30-year-old who seems 50? Why do some folks seem to age like a fine wine while others settle like a lukewarm wine cooler?

On today’s episode of the Retire Sooner Podcast, Wes sits down with Dr. Alan Castel to delve into how we might be able to improve our own aging process. A Professor in UCLA’s Psychology Department, he studies learning, memory, and aging and is particularly interested in how younger and older adults can selectively remember important information.

I...

Americans have faced immense financial challenges in the past two-plus decades. The Dotcom Bubble sent stock prices down nearly 50% between 2000 and 2002, the Great Recession and Housing Crisis of 2007-2009 cratered stocks more than 55%, and theCOVID-19 Pandemic and shutdowns sent stocks tumbling 30% in a month’s span and led to massive inflation and high interest rates thereafter. In today’s episode of the Retire Sooner Podcast, Wes admits that a sensible retirement strategy while accounting for unknown future world events can feel overwhelming. However, he believes utilizing the foundational principles of the Retire Sooner community can help increase your probability of achievin...

A fulfilling job is great, but being able to do it in your pajamas? Now, we’re talking. On today’s episode, we’re joined by Kerry Hannon, author of “Great Pajama Jobs: Your Complete Guide To Working From Home.” Between that and the dozen other books she’s published, Kerry is a renowned professional on careers, entrepreneurship, and financial planning for older adults.

The smoother your transition into retirement, the sooner you can find the happiness and fulfillment you deserve. Kerry points out three crucial themes to help you get there. From starting a micro-busin...

On today’s episode of the Retire Sooner Podcast, Wes examines the recent market crash and analyzes how the Fed’s decisions may have helped lower inflation but negatively affected the housing market and unemployment rate.

Wes acknowledges that the specific challenges can differ for each market downturn but reassures listeners that productive reactions often follow evergreen principles. He then discusses the importance of having enough dry powder for periods of sluggish portfolio earnings. Finally, he digs into the potential stock growth for future retirees willing to practice patience and discipline. What’s a great way...

It’s been said that loneliness is worse for our health than smoking cigarettes. Take a second to inhale that scary thought. In contrast, pro-social behavior triggers the release of oxytocin in our body. That’s the love hormone, and it’s crucial for happiness.

We’ve all had that nagging feeling that we need to spend more leisure time with friends and family. But some of the options out there aren’t realistic. People with careers and families don’t have time for group yoga sessions or all-day escape room parties. In other words, we know what we need...

In today’s episode, Wes points out that the population of mini-millionaires is growing and that society’s perception of them isn’t always very accurate. Producer Mallory Boggs joins to discuss this latest variant of what authors Thomas Stanley and Bill Danko originally coined, The Millionaire Next Door. They elaborate on five habits that this cohort tends to follow. And Wes points out that although investing is often a critical step to becoming a millionaire, it’s perhaps even more essential in the pursuit of staying a millionaire.

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In this actionable episode of Retire Sooner, Wes Moss sits down with Erin Eleuterio to explore the importance of physical activity for older adults. Erin shares her unique techniques, like parkour-based fall resiliency training, to help people in their 70s and 80s stay strong and recover from falls. They discuss the benefits of programs such as SilverSneakers, which offers resources for seniors to stay fit. Erin emphasizes the joy and social aspects of movement, rather than just focusing on exercise. She also talks about the growing trend of older adults taking up new activities, like weightlifting and even low-flying...

On today’s episode, we ponder the question, “Can money buy happiness?” The answer might surprise listeners, and Wes borrows the words of best-selling author Morgan Housel to help discuss the positive and negative psychological effects money can have on retirees. Wes then uses his own “Bucket System” analogy to explain income investing and how three keys can help folks sleep well at night.

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Morgan Housel’s eye-opening book amplified the idea that the intersection of psychology and money is bigger and more bustling than most of us know. Today’s guest, Christine Moriarty, has dedicated her life to finding harmony between the two.

Christine isn’t the typical CERTIFIED FINANCIAL PLANNER™. Despite her finance degree and MBA in Entrepreneurship, she was never even remotely interested in finances. She was always more interested in the people behind them.

Money is just an object. Yet, it has the power to trigger our deepest fears and anxi...

Despite the continued popularity of retiring at 65, many folks are drawn to the allure of an early exit. The promise of more time for family, travel, and core pursuits can be hard to resist—the very mission of this podcast is to help people retire sooner than they ever thought possible.

But as wonderful as an early retirement can be if you can afford it, there are potential hazards for people who don’t take the time to plan. On today’s episode, Wes dives into five common missteps that risk sabotaging the happiness you’ve worked so hard...

Jaspreet Singh’s parents gave him two choices: become a doctor or be a failure. Understandably, he chose medicine, but deep down, he knew it was for all the wrong reasons.

People like Jaspreet are born entrepreneurs. They just see the world a little bit differently. He inherently knew he could be happier and make more money doing something else, and he tried just about everything.

From drumming to an event planning company to law school to real estate, one thing became clear—he needed more funding. So, he came...

According to a National Institute on Retirement Security report, 79% of Americans agree that there is a retirement crisis. It also revealed that over half of Americans are concerned they won’t be able to achieve financial security. 

Retirement insecurity may be a daunting reality,​ but on today’s episode Wes sets some theoretical parameters to illustrate potential scenarios and how they might positively affect the future. Planning for retirement can be challenging, but Wes points out that with self-discipline, some savings, and time, happiness and financial freedom may be within reach sooner than you think.<...

We all know that older person who just seems so young. How do they pull it off? Did they hit the genetic jackpot? Or do their lifestyle habits act as a fountain of youth?

Doctor Dawn Carr has answers. With a PhD in Sociology and Gerontology, she directs the Claude Pepper Center at Florida State University and is a former researcher at the Stanford Center on Longevity.

What I loved about Dawn was that, unlike so many in her field, she has concrete solutions to many of life’s challenges. She doesn’t just identify the pr...

According to a recent Schroders study, just 4% of current retirees say they are “living the dream,” while another 4% report they are “living a nightmare.” On today’s show, Wes lists some primary concerns, including inflation and unpredictable market fluctuations. He then relates it to the Dow, S&P 500, and Nasdaq, each hitting all-time highs in May 2024, and how market history can possibly serve as a guide for long-term investing. Producer Mallory also stops by to compare and contrast her mom’s happy retiree core pursuits with her dad’s desire to keep working. Wes builds on this by describing a postcard he rec...

You work hard for your money. But what if your money could work even harder for you? Brian Preston says there’s a way to make that happen. It’s called taking control of your financial freedom, and in his new book “Millionaire Mission,” he makes the case that it’s simpler than you think.

I’ve known Brian for a long time. His podcast, “The Money Guy Show,” is incredibly popular. Sure, he’s got a bunch of impressive initials after his name, but what makes Brian so fascinating is how he lives his message. His w...

Running out of money may be retirement’s most frightening concern, so it’s not surprising that people want to know how much of their nest egg they can safely spend. The 4% rule, identified by William Bengen, states that retirees who draw down 4% of their portfolio in the first year of retirement, adjusting every year for inflation, will likely see their money outlive them, assuming the portfolio has a 50-75% allocation to stocks. But what about people who want or need to spend more than that? Is 6% too high?

On today’s episode, Wes breaks down the pros and...

Chan Hellman was nearly suicidal until someone in his life gave him hope. Now, he works to spread it to others. As the founding Director of The Hope Research Center at the University of Oklahoma, his research is focused on hope as a psychological strength for children, adults, and families experiencing trauma and adversity.

Chan believes one key is to start small. If your goal is to get healthy, that doesn’t have to mean a gold medal in the Olympics. Just go buy some running shoes.

His research sho...

On today’s episode, Wes welcomes Producer Mallory to the studio to tackle more questions from the hypothetical Retire Sooner conference. They analyze options for when to take Social Security, examine the idea of downsizing or relocating in retirement, review three habits that many happy retirees seem to incorporate into their lives, and discuss which tax considerations retirees might want to keep in mind when planning for the future.

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We live in a 21st-century world, and our brains haven’t quite caught up. They’re designed to look out for the Saber-toothed tiger, not a million dings and beeps from smartphones. It’s no surprise that anxiety is a massive problem in modern-day life.

But Dr. John Delony says anxiety isn’t necessarily a bad thing. It’s just an alarm system to keep us safe, and we can learn to tweak the settings.

John is a two-time bestselling author, holds two PhDs, spent over twenty years working in crisis response, and now hosts The Dr. John...

On today's episode, Wes is joined by Producer Mallory Boggs. They brainstorm the idea of holding a “Retire Sooner Conference” and answer some of the questions the attendees might ask the panel.

Using his retirement calculator, Wes explores what constitutes a solid retirement plan and how much inflation needs to be considered. Then, combining his Retire Sooner Team’s research with analysis from The Ramsey Network’sDr. John Delony about the burden of debt, Wes answers whether people should or should not pay off their mortgage at retirement age. Next, he runs through how people can plan for their sa...

Edd and Cynthia Staton’s retirement plans were on track. Then, the 2008 Financial Crisis hit. Their careers disappeared, their home lost its value, and their savings plummeted. Realizing recovery was unlikely, they needed to come up with a Plan B.

And boy, did they ever.

In 2010, they moved to Cuenca, Ecuador. Don’t worry, they didn’t know where that was, either. But now they love it! They live in a 3,000-square-foot penthouse apartment, have a housekeeper, eat out frequently, never worry about health care costs, and walk to their favorite yoga studio.

And th...

On today’s show, Wes is joined by Producer Mallory to elaborate on the pitfalls of fleeing the market during turbulent times. They comment on the shell shock of the Covid-19 lockdowns back in 2020 and how tempting it was for fearful investors to yank their money out of the market. Wes empathizes with the temptation but explains that letting the dog chase the tail rather than trusting in a balanced, diversified portfolio can have disastrous ramifications. Wes reveals that time in the market typically beats timing the market, and participation usually trumps perfection.

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We all know aging comes with cognitive challenges, but how early do they start? Sometimes, I forget my email password or where I put my car keys. Should I be worried? Dr. Nicole Byers came by to give us some fascinating answers, including the magical age when it can be beneficial to consume MORE calories.

With a Ph.D. in clinical psychology and a dissertation focused on the aging brain, she’s written extensively about brain health for Psychology Today.

A neuropsychologist, TEDx speaker, and CEO of Rocky Mountain Ne...

In part two of Wes’ favorite takeaways from Morgan Housel’s bestselling book, The Psychology of Money, he teams up with Producer Mallory to discuss the power of tail events, the misconception of money and respect, the illusion of wealth, the simple act of saving, how reasonable is greater than rational, expecting the unexpected, leaving room for error, financial bubbles, the seduction of pessimism, the lure of appealing fiction, and money confessions. They wrap it all into a profound exploration of how our behaviors, beliefs, and backgrounds shape financial decisions and ultimately move us toward a more thoughtful, contented, and...

You can’t say the word “midlife” without imagining a crisis. An aging bald guy who cheats on his wife and buys a sports car to fill the void. But Chip Conley says we’re looking at it all wrong. The midlife age range has been unfairly branded, and he’s on a mission to change it. He co-founded MEA, the Modern Elder Academy, in 2018. The world's first ‘midlife wisdom school’ has a campus in Baja, California, and a new one is opening in Santa Fe, New Mexico. They help folks navigate midlife with a renewed sense of purpose and possibility...

On today’s episode, Wes is joined by producer Mallory for part one of their discussion about the biggest takeaways from Morgan Housel’s bestselling book The Psychology of Money. They cover concepts such as the influence of personal history, the freedom money can offer, luck and risk, knowing how much is enough, the power of compounding, getting wealthy vs. staying wealthy, and unexpected outcomes.

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On today’s episode, Wes explains the generosity component of the Retire Sooner podcast and welcomes Chris Anderson to the show. Chris is the curator of TED, a nonprofit media organization that leverages the power of ideas to make a better future, perhaps more well-known for its TED Talks Series. He is the author of the New York Times bestseller TED Talks and has overseen the introduction of TEDx, TED-Ed, TED Fellows, and the Audacious Project, a new form of collaborative philanthropy.

Chris describes his new book, Infectious Generosity, as his way of fighting ag...

On today’s episode, we ponder the question, “Can money buy happiness?” The answer might surprise listeners, and Wes borrows the words of best-selling author Morgan Housel to help discuss the positive and negative psychological effects money can have on retirees. Wes then uses his own “Bucket System” analogy to explain income investing and how three keys can help folks sleep well at night.

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On today’s episode, Wes sits down with Steve Tarr, a Fellow at the Drucker School of Management, to discuss how difficult the retirement transition can be for busy and successful people. Using the SOAR Program as a guide, they analyze the positive effects of discovering new pathways to meaning, community, and purpose and how they can lead to retirement happiness.

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Capital Investments Advisors Wealth Analyst Jeff Lloyd joins Wes to discuss the excitement around the market finally recouping its 2022 losses and forging into bull market territory. Then, they delve into the hidden market strength of dividends and what retirees need to know about the opportunities they can provide.

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On today’s episode of the Retire Sooner podcast, Wes welcomes back Mary Beth Franklin. This time, she takes on the herculean task of simplifying Medicare. They get into the differences between Medicare A, B, C, D, Advantage Plans, Gap Plans, and Supplemental Coverage. Mary Beth lays out which options might suit which people, depending on their lifestyles. She flags when it could be ideal to pay for the more expensive plan and when the cheaper selection could suffice. She gets into the weeds on age, tax requirements, and how to avoid penalties. She tells Wes what Medicare looks li...

On today’s episode of Retire Sooner, Wes welcomes Happiest Retirees podcast host Ryan Doolittle to discuss college football legend Nick Saban’s recent retirement. They delve into his famous coaching process, looking for helpful financial and life-planning tips. Using Saban’s specific principles, they lay out the case for focusing on the process rather than the outcome to achieve a happy retirement. What are Coach Saban’s own chances for a happy retirement? Listen and find out.

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Social Security can be an essential stream of income for retirees on a fixed income. Unfortunately, the seemingly endless rules and regulations can overwhelm even the most informed applicants. In today’s Retire Sooner episode, Social Security ace Mary Beth Franklin joins Wes to bring listeners the most up-to-date information and context about avoiding pitfalls and maximizing benefits.

In a dynamic conversation, Wes channels the questions of many Americans. He even puts Mary on the hot seat about whether or not Social Security funds will last for future generations. You may be surprised by her opinion.

Duration: 01:00:15

In today’s episode of the Retire Sooner podcast, Wes is joined by Capital Investment Advisors Co-Chief Investment Officer Connor Miller. They discuss the possibility of 2024 ushering in “A Whole New World” for markets, investors, and retirees.

They reiterate that purchasing power is a perennial goal for the happy retiree. Inflation lay nearly dormant from 2009 to 2020 as if it were a prehistoric beast frozen deep inside an Arctic glacier. Unfortunately, the government’s post-pandemic monetary tidal wave reawakened it. Because of that, folks may need to adjust in 2024 to stay ahead of the curve.

Wes and Connor...

Anyone in the Retire Sooner family knows how passionate Wes is about the 4 Percent Rule—William Bengen’s rule of thumb that originally discovered retirees who draw down 4 percent of their portfolio in the first year of retirement and then adjust this amount yearly for inflation would likely see their money outlive them, assuming a 50 to 75 percent allocation in stocks.

On today’s episode, Wes discusses Dave Ramsey’s recent controversial statements about doubling the number to 8 percent. You read that correctly—8 percent! Wes runs Ramsey’s claims against data from Robert Shiller, an economist at the Yale School of Ma...

Happy holidays to my favorite happy retirees and aspiring retirees! The Retire Sooner Team is taking a little time off to step away from the office and connect with friends and family. We'll be back with a new season in January with more fun episodes that I hope will help push you to retire that much sooner and happier.

If you have any ideas on topics you'd like for us to cover in the near year, please let us know! Visit the Contact page on RetireSoonerTeam.com. Those messages come straight to me and...

Arguably the most recognized male figure skater in the world, Scott Hamilton has won seventy titles, awards, and honors, including an Emmy nomination, induction into the United States Olympic Hall of Fame, and the World Figure Skating Hall of Fame. He later became a fan-favorite analyst/commentator, performer, producer, and best-selling author. He even shared the big screen with Will Ferrell and Amy Poehler in the classic comedy Blades of Glory.

As fierce as the competition was in the skating rink, he’s experienced even more challenges off the ice. Scott lost his mother to cancer and sur...

In today’s episode, Wes points out that the population of mini-millionaires is growing and that society’s perception of them isn’t always very accurate. Producer Mallory Boggs joins to discuss this latest variant of what authors Thomas Stanley and Bill Danko originally coined, The Millionaire Next Door. They elaborate on five habits that this cohort tends to follow. And Wes points out that although investing is often a critical step to becoming a millionaire, it’s perhaps even more essential in the pursuit of staying a millionaire.

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On today’s episode, Wes sits down with a woman who has dedicated her life to finding ways to protect retirement assets.

As the director of victim support for the AARP Fraud Watch Network, Amy Nofziger has nearly two decades of experience in fraud prevention and victim support. A certified fraud examiner, she’s worked with the Wall Street Journal, Live with Kelly and Ryan, and Dr. Phil, among others, to shed light on consumer exploitation.

The heinous nature of fraudsters is matched only by their cunning methods. Amy’s seen everything from business impersonators to Lin...