

Retire Sooner with Wes Moss
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.
Episodes
Mentioned books

Nov 27, 2025 • 49min
Retirement Catalysts: The Moments That Can Shift Your Financial Future
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 finances and planning priorities.
• Evaluate how moving, home renovations, or major projects can temporarily affect budgets and long-term plans.
• Embrace core pursuits, travel decisions, and lifelong learning as accessible ways to support purpose and engagement in retirement.
• Assess job changes, early retirement offers, or selling a business as catalysts for reassessing benefits, income, and next-phase goals.
• Acknowledge that inheritance may help, but generally works best as a supplemental planning element.
• Track milestone ages—59½, 62, 65, 67, 70, 73—that align with key retirement, Social Security, and healthcare rules.
• Explore “unretirement,” including part-time work or renewed professional involvement.
• Monitor market conditions and potential tax law changes that may influence planning assumptions.
• Prioritize reducing debt, including mortgages, to support long-term flexibility.
• Anticipate long-term care needs and evaluate available coverage options.
• Update estate documents—wills, trusts, and powers of attorney—as circumstances evolve.
If you want a concise, research-informed overview of catalysts that may influence retirement readiness, this episode delivers meaningful context. Listen and subscribe to the Retire Sooner Podcast, and share it with someone who may appreciate clear, objective discussions around long-term financial planning.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 20, 2025 • 41min
Planning Clarity: Family Support, Tax Rules, and the Workforce of Tomorrow
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.
• Understand how focusing on personal financial stability can contribute to more durable and sustainable multigenerational planning.
• Clarify what may occur when accessing target date funds and how portfolio allocation generally functions within workplace retirement plans.
• Analyze the current discussion surrounding backdoor Roth IRA strategies in connection with 2025 tax legislation and broader tax-advantaged planning choices.
• Assess situations that may prompt a review of your financial plan, including market fluctuations, life transitions, or meaningful changes in account balances.
• Highlight World Economic Forum projections on how artificial intelligence may influence workforce trends and job categories over the coming years.
• Identify occupations that may evolve, contract, or emerge as technology expands—from smart-home system roles to next-generation agricultural positions.
• Compare traditional and Roth considerations commonly discussed within the FIRE community across various income situations.
• Outline factors individuals may consider when receiving lump-sum back pay, including potential implications for overall financial planning.
• Enjoy a lighthearted discussion about Gala versus SnapDragon apples and how everyday preferences can reflect broader spending habits.
• Examine how fixed-income sources can be viewed within the context of an individual’s overall retirement framework.
This episode provides clear, educational discussion for anyone seeking to deepen their understanding of retirement-related topics. Listen and subscribe to the Retire Sooner Podcast to stay connected to future conversations.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 13, 2025 • 38min
Retirement Planning Insights: Housing Market, Investment Decisions, and Life Purpose After 50
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.
• Clarify the relationship between Federal Reserve rate changes and mortgage rates, and understand the broader economic influences that affect borrowing costs.
• Compare the considerations of maintaining retirement assets in a TSP versus transferring to another investment platform, including factors like plan flexibility, fees, and ERISA protections.
• Evaluate ways to balance cash, bonds, and equities in a diversified portfolio when interest rates fluctuate, keeping long-term goals and risk tolerance in focus.
• Discuss how Treasury Inflation-Protected Securities (TIPS) and TIPS ladders might function as inflation-aware options within a retirement income strategy.
• Explore the potential role of dividend-paying stocks in retirement portfolios, recognizing both their income potential and market risk factors.
• Reflect on the story of a 58-year-old who joined a college football team, illustrating how personal growth and purpose can possibly remain central at any stage of life.
• Hear examples of retirees finding meaning in second careers, creative work, and volunteer efforts, highlighting how purpose may support emotional and financial well-being.
• Consider how partnering with a fiduciary financial advisor can sometimes help you evaluate choices, understand trade-offs, and create a plan that aligns with your family’s priorities.
Stay informed and intentional as you think through what your own version of a fulfilling, financially confident retirement could look like. Listen and subscribe to the Retire Sooner Podcast for thoughtful discussions on investing, financial planning, and attempting to live a happier, more purposeful life in retirement.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 6, 2025 • 39min
COLA Updates, AI, and Diversification: Mapping the Modern Retirement Landscape
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 diversification across asset classes—including small caps, mid caps, international equities, and fixed income.
• Understand the structure and potential risks of employee stock purchase plans (ESPPs), including holding periods and portfolio exposure considerations.
• Clarify what the idea of a “million-dollar retirement” represents by examining how individual goals, income needs, and household spending habits differ.
• Consider long-term planning concepts such as Roth IRA conversions for inherited assets and the potential benefits of engaging multiple generations in family financial discussions.
• Examine the latest Social Security Cost of Living Adjustment (COLA), how it compares historically, and common perspectives regarding future program sustainability.
• Evaluate options for managing excess savings allocated toward shorter-term goals—such as travel or home projects—based on time horizon and comfort with potential market movement.
• Discuss flexible withdrawal and income planning considerations that may help support the transition from early retirement to Social Security eligibility.
Enhance your financial awareness and stay up to date with the Retire Sooner Podcast. Listen and subscribe for educational discussions on market trends, retirement fundamentals, and strategies to help you make well-informed financial decisions.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 30, 2025 • 50min
Clark Howard Joins Wes Moss to Discuss Market Context, Investor Behavior, and Retirement Trends
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 artificial intelligence, may affect corporate performance and investor sentiment.
• Consider the concentration of large-cap companies in market indexes and what that means for diversification discussions.
• Recognize the role of behavior and emotion in financial decision-making, especially during market volatility.
• Reflect on lessons from past market cycles that highlight the importance of long-term participation and steady perspective.
• Address common retirement concerns, such as inflation and uncertainty, through the lens of thoughtful financial planning.
• Explore the emergence of private equity options in retirement plans and potential considerations around structure, transparency, and access.
• Emphasize the value of continued education and awareness in navigating evolving retirement landscapes.
This conversation between Wes Moss and Clark Howard focuses on education, context, and perspective—helping listeners stay informed about financial and retirement trends. Listen and subscribe to The Retire Sooner Podcast for ongoing discussions that encourage thoughtful understanding of markets, money, and financial planning concepts.
Learn more about your ad choices. Visit megaphone.fm/adchoices

10 snips
Oct 23, 2025 • 37min
How Private Equity, 401(k) Changes, and Emerging Trends May Be Reshaping Retirement Planning
Discover how private equity could soon be part of 401(k) plans, reshaping retirement investing. Explore the impact of the FIRE movement and the flexibility a $1 million nest egg can offer. Learn about the nuances between Roth and traditional 401(k) options. Delve into conservative investment strategies and the role of private equity in today’s market. The hosts also provide tips on teaching family wealth values and insights on covered call ETFs for income generation!

Oct 16, 2025 • 46min
From “Set” to “Settled”: Finding Confidence and Calm in Your Financial Life | Retire Sooner Podcast
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 toward long-term financial goals.
• Understand how 401(k) providers record traditional and Roth contributions and maintain accurate tax reporting for participants.
• Compare UGMA/UTMA custodial accounts and 529 plans as common education savings options, each with unique features and limitations.
• Recognize that effective financial planning includes lifestyle, estate, tax, withdrawal, and healthcare considerations—not just investment management.
• Discuss common causes of retirement-related anxiety and explore approaches that can help promote greater financial peace of mind.
• Clarify how management fees appear in fund performance and why transparency matters when reviewing investment options.
• Comprehend the pros and cons of financial planners who communicate clearly, align with your comfort level, and structure their services to support your individual needs.
• Consider how consistent investing through dollar cost averaging has sometimes reduced emotional reactions to short-term market volatility.
Listen and subscribe to the Retire Sooner Podcast for thoughtful conversations about retirement planning, financial confidence, and long-term investing strategies that can help you navigate your own financial journey with purpose.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 9, 2025 • 46min
The American Dream Reset: Retirement Costs, Inflation, and Savings Strategies
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 can affect different categories of stocks, including dividend-paying and growth-oriented companies.
• Discuss what pursuing a CFP designation or considering a late-stage career shift into financial planning might involve.
• Consider how high-yield bond ETFs are typically viewed in the marketplace and why “junk bonds” continue to spark debate among investors.
• Examine different ways couples might think about retirement savings benchmarks—whether by age-based charts or total household goals.
• Illustrate the role of compound growth in both saving and investing when working toward retirement readiness.
• Highlight factors to weigh when assessing whether to maintain or drop life insurance as retirement approaches, including debt, dependents, and overall assets.
• Outline new Secure 2.0 provisions that allow certain 529 plan funds to be redirected to Roth IRAs for children.
• Showcase how automation and behavioral systems can encourage consistent savings habits across different income levels and career stages.
Every financial situation is unique, but gaining context can help make more informed choices. Listen now and subscribe to the Retire Sooner Podcast for ongoing conversations that keep you engaged with today’s retirement and financial planning landscape.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 2, 2025 • 39min
Retirement Planning Insights, TSP Education, and Family Money Conversations
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.
• Clarify retirement account protections within TSPs, along with rules for required minimum distributions (RMDs) and available investment options after age 73.
• Examine UTMA and UGMA accounts for minors, including potential tax implications, gifting considerations, and impact on financial aid eligibility.
• Consider when a financial planner may be appropriate, approaches to managing planning-related FOMO, and the features of advisory services offered by various firms.
• Explore the 0.01% Rule of thumb and how it may guide thinking about saving versus spending without implying specific outcomes.
• Review historically effective withdrawal rates, including whether a paid-off home could influence planning assumptions and evolving perspectives on the 4% rule of thumb.
• Assess strategies such as “buy, borrow, die”, including potential tax considerations, leverage, and portfolio risk factors.
• Compare keeping assets in a TSP for Roth conversions versus transferring them to another custodian, considering fees and investment options.
Gain perspective and knowledge to help support thoughtful retirement planning decisions—listen now to the Retire Sooner Podcast.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Sep 25, 2025 • 39min
Fed Actions, 72(t) Rules, and Investment Strategies: Retirement Planning Made Clear
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 financial outlook.
• Review historical stock market outcomes following Fed rate cuts near all-time highs.
• Consider strategies for small business growth, including business checking accounts and high-yield options.
• Compare dividend reinvestment with manual reallocation to assess approaches for your retirement phase.
• Navigate backdoor Roth IRA contributions, conversions, gains, and tax-efficient dollar-cost averaging.
• Address common retirement questions and explore planning steps that may provide financial clarity.
• Benchmark savings against national averages and examine actionable retirement milestones.
• Utilize spousal IRAs to maintain contributions while transitioning toward retirement.
• Understand 72(t) IRA withdrawals and evaluate flexibility for early retirement considerations.
• Assess ultra-high-yield ETFs and review the potential risks of concentrated portfolios.
Listen and subscribe to the Retire Sooner Podcast to stay informed and explore considerations that can support your financial planning and retirement goals.
Learn more about your ad choices. Visit megaphone.fm/adchoices


