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Retire Sooner with Wes Moss
Wes Moss
287 episodes
3 days ago
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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All content for Retire Sooner with Wes Moss is the property of Wes Moss and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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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Investing
Business
Episodes (20/287)
Retire Sooner with Wes Moss
Inside the Research: Happiness, Jobs Data, and Retirement Questions
What actually shapes life in retirement—your finances, your relationships, or both? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase walk through new research on happiness in retirement and unpack several financial and economic topics that often come up in retirement planning conversations. • Share findings from a 2025 Money and Happiness in America study that looks at how social connection is commonly linked to reported retirement satisfaction. • Talk through research showing how the number of close personal relationships is often discussed when measuring happiness among retirees. • Reflect on how American friendships have changed over time and why staying socially connected is frequently part of retirement lifestyle discussions. • Put into context recent government jobs reports by explaining what unemployment and labor-market numbers generally indicate. • Walk through estate-planning considerations around life insurance, guardians, and trustees that many families review over time. • Cover the core factors people often look at when evaluating bond funds, including yield, duration, expenses, and benchmarks. • Discuss how Roth IRAs, traditional IRAs, brokerage accounts, and HELOCs are commonly weighed when addressing short-term cash needs during real-estate transitions. • Answer listener questions about Roth IRA contributions, in-plan conversions, account-funding priorities, and retirement-plan considerations when changing jobs. The episode keeps the focus on education, context, and real-world questions retirees and pre-retirees are already asking. Listen and subscribe to the Retire Sooner Podcast for ongoing conversations that connect money, lifestyle, and long-term planning—without the hype. Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 days ago
35 minutes

Retire Sooner with Wes Moss
Healthcare, Social Security, and Rate Cuts: Retirement Planning in Today’s Economy
Looking for clear context around today’s most talked-about retirement planning issues? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase present an educational discussion covering healthcare planning, retirement income considerations, Social Security decisions, and how current economic conditions are commonly framed in retirement conversations. • Review current healthcare enrollment periods, including Affordable Care Act considerations, and why coverage timing is often discussed by early retirees. • Illustrate a real-world healthcare planning example that examines estimating and managing medical costs before age 65 using publicly available comparison tools. • Explain recent healthcare policy changes by outlining how subsidy rules and updated federal poverty thresholds are referenced in retirement healthcare planning. • Contextualize recent Federal Reserve rate cuts by discussing how interest-rate changes are typically viewed in relation to mortgages, housing activity, and broader economic conditions. • Address listener questions by outlining commonly discussed considerations around retirement timing, asset allocation approaches, principal-protected notes, and early retirement trade-offs. • Compare Social Security claiming considerations by reviewing trade-offs associated with different filing ages based on individual circumstances. • Clarify how taxable, tax-deferred, and tax-free accounts are often viewed together when discussing overall portfolio allocation. • Share perspectives from retirees on aligning lifestyle goals—such as travel, part-time work, or relocating abroad—with sustainable withdrawal planning discussions. • Reinforce why significant financial and healthcare decisions are commonly reviewed with qualified professionals before implementation. Interested in an educational retirement podcast focused on context, trade-offs, and long-term planning awareness? Listen to this episode and subscribe to the Retire Sooner Podcast for ongoing conversations designed to inform retirement planning decisions—not predict outcomes. Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
46 minutes

Retire Sooner with Wes Moss
Roth Conversions and Withdrawal Frameworks: Retirement Income Planning
Looking for an educational overview of today’s most commonly searched retirement planning topics? In this episode of the Retire Sooner Podcast, Wes Moss and Christa DiBiase provide context around retirement income planning, tax considerations, and widely referenced financial frameworks, helping listeners better understand how these concepts are typically discussed. • Review how Roth IRA conversions are generally evaluated and why converting an entire retirement account balance in a single tax year can materially affect taxable income calculations. • Explain how marginal tax brackets apply to large conversions and why simplified terms like “tax bomb” may not fully reflect how tax liability is determined. • Highlight considerations associated with forgotten or inactive 401(k) accounts and why consolidation is often discussed from an organizational or administrative perspective. • Examine how withdrawal flexibility prior to Social Security eligibility is commonly framed when discussing early-retirement income planning. • Outline factors frequently reviewed when evaluating whether life insurance coverage remains appropriate as family and financial circumstances change. • Clarify how Secure 2.0 legislation outlines limited 529 plan–to–Roth IRA rollovers, including applicable statutory rules, eligibility criteria, and contribution constraints. • Compare the traditionally cited 4% withdrawal framework with alternative retirement income scenarios that include pensions or guaranteed fixed-rate income sources. • Discuss how “dry powder” reserves are often described using bond ETFs or money market ladders within retirement planning conversations. • Evaluate the role small- and mid-capitalization stocks may play alongside large-cap equities within diversified, long-term portfolio discussions. • Reframe home value benchmarks in an inflationary environment while noting why mortgage status is often considered when assessing retirement readiness. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions that explore retirement planning concepts, market context, and long-term financial considerations. Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
38 minutes

Retire Sooner with Wes Moss
The Saver-to-Spender Shift: Behavioral Drivers of Thoughtful Retirement Planning
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 help provide structure, along with why general withdrawal frameworks—such as the commonly referenced 4%+ rule—are used for discussion rather than as recommendations. • Consider approaches for maintaining emotional objectivity when making financial decisions throughout retirement. • Reflect on why some financial professionals continue working and how their experience may contribute to broader retirement-planning conversations. • Review the potential role a fiduciary or financial advisor may play in helping individuals identify common planning pitfalls, organize long-term strategies, and evaluate tax and estate considerations. • Identify widely used criteria for assessing whether a fiduciary advisor aligns with an individual's values, communication preferences, and planning philosophy. • Explore end-of-year tax-related considerations—including SALT limits, charitable deduction rules, HSAs, clean-energy credits, bonus depreciation provisions, and updates to 529 plan flexibility—while recognizing that tax implications depend on each household’s specific circumstances. • Evaluate the educational value some families see in establishing custodial investment accounts for children or grandchildren as part of broader financial learning. • Assess the administrative reasons some individuals review whether consolidating retirement accounts may support clearer oversight of their financial landscape. If you're interested in expanding your understanding of the factors that may shape retirement decision-making, this episode offers context to help you think through your own process. Listen and subscribe to the Retire Sooner Podcast for ongoing discussions centered on thoughtful, well-informed retirement planning. Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
39 minutes

Retire Sooner with Wes Moss
Your Guide to Today’s Highly Searched Retirement Questions
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 borrowing structures, payoff timelines, and the considerations homeowners may evaluate. • Understand how equal-weighted investing frameworks are designed to help distribute exposure more evenly across sectors to address concentration awareness. • Review how equal-weighted and sector-weighted ETFs and mutual funds structure market exposure and present alternative allocation methodologies. • Assess the factors often discussed when evaluating early Social Security filing, especially when immediate income needs are already met. • Compare modeled scenarios that illustrate how different 401(k) contribution timelines can affect projected balances under various assumptions. • Examine informational considerations for highly compensated employees, including restoration plan structures, tax mechanics, and withdrawal rules. • Weigh the structural differences between W-2 and 1099 income in high-income medical professions, including taxation, liability frameworks, and benefits access. • Explore available approaches for high earners encountering Roth IRA limits, such as after-tax contributions, mega-backdoor Roth structures, and ETF allocation strategies. • Hear listener questions addressing savings habits, employer-plan options, and retirement-plan mechanics discussed in real-world scenarios. • Identify informational steps that may support ongoing awareness throughout different stages of retirement planning. If you want to stay current on the retirement conversations shaping today’s financial landscape, listen and subscribe to the Retire Sooner Podcast. Join Wes Moss, Christa DiBiase, and the Retire Sooner community for grounded, ongoing discussions aimed at helping listeners stay informed and intentional about long-term planning. Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 month ago
41 minutes

Retire Sooner with Wes Moss
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
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1 month ago
49 minutes

Retire Sooner with Wes Moss
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
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1 month ago
41 minutes

Retire Sooner with Wes Moss
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
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1 month ago
38 minutes

Retire Sooner with Wes Moss
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
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1 month ago
38 minutes

Retire Sooner with Wes Moss
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
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2 months ago
50 minutes

Retire Sooner with Wes Moss
How Private Equity, 401(k) Changes, and Emerging Trends May Be Reshaping Retirement Planning
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 evaluating these alternative investments. • Hear Wes and Christa respond to listener questions about teaching financial values, communicating about family wealth, and encouraging healthy money discussions at home. • Discuss the Financial Independence, Retire Early (FIRE) movement, and how reaching certain savings milestones—such as $1 million—can offer flexibility without guaranteeing financial independence or early retirement. • Consider the reasoning behind more conservative portfolio allocations being discussed in today’s market and how they may relate to broader investment risk and retirement planning themes. • Review how private equity funds may be structured within 401(k) plans, including their potential advantages, limitations, and regulatory considerations. • Compare Roth and traditional 401(k) options as Wes and Christa emphasize how employers can foster education and awareness—without directing individual investment decisions. • Learn how inherited IRAs and 401(k)s, along with community property laws, can affect Required Minimum Distributions (RMDs) and estate planning outcomes. • Examine how covered call ETFs may function within a diversified portfolio, including the potential trade-offs between income generation and growth opportunities. This episode offers thoughtful discussions to help listeners stay educated about current financial topics without making predictions or recommendations. **Listen and subscribe to the **Retire Sooner Podcast for ongoing educational conversations that promote understanding, balance, and informed decision-making in your retirement planning journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 months ago
36 minutes

Retire Sooner with Wes Moss
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
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2 months ago
46 minutes

Retire Sooner with Wes Moss
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
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2 months ago
45 minutes

Retire Sooner with Wes Moss
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
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3 months ago
39 minutes

Retire Sooner with Wes Moss
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
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3 months ago
39 minutes

Retire Sooner with Wes Moss
5 Investing Pillars & Tax Tips for Retirement Planning
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 considerations. • Examine how required minimum distributions (RMDs) may fit into retirement withdrawals alongside concepts such as the 4% rule. • Break down cost basis options with Vanguard and explain how tax-loss and tax-gain harvesting may impact your returns. • Highlight the new, increased senior tax deduction window (2025–2028) and what it could mean for retirees. • Consider strategies for investing short- and intermediate-term savings for kids and teens by aligning time horizon with risk. • Evaluate why choosing a reputable investment custodian may matter and what questions can be asked about where assets are held. Stay informed and proactive—listen now and seek to expand your understanding of investing and tax planning. Subscribe to the Retire Sooner Podcast for weekly conversations designed to keep you engaged with today’s financial landscape. Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 months ago
38 minutes

Retire Sooner with Wes Moss
Maximize Retirement Income & Plan for Early Financial Freedom
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 balancing Social Security benefits and retirement account withdrawals to create a thoughtful income plan. • Review early retirement rules, including 457 plans, 72(t) distributions, and the rule of 55, and how they often impact access to funds. • Analyze estate planning mistakes, even among high-profile cases, to understand potential pitfalls and planning considerations. • Compare brokerage accounts, investment research tools, and target-date funds to evaluate what may fit your individual situation. • Evaluate the trade-offs between mortgage payoff strategies and staying invested when interest rates fluctuate. • Clarify how Roth 401(k) and IRA withdrawal rules differ before age 59 ½ and what that could mean for accessing retirement funds. Gain actionable insights and considerations to help make informed retirement planning decisions. Listen now and subscribe to the Retire Sooner Podcast to stay updated on the key factors shaping today’s financial planning and retirement strategies. Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 months ago
41 minutes

Retire Sooner with Wes Moss
Balancing Stability and Growth in Today’s Retirement Landscape
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 stability and diversification. ·       Address listener questions on money supply, cash reserves, risk tolerance, and the potential influence of guaranteed income sources on retirement timelines. ·       Explore options for self-employed retirement savings, including the flexibility of solo 401(k) plans. ·       Reflect on the psychological value of having a financial plan during periods of market uncertainty. ·       Highlight trends in U.S. manufacturing productivity, including the impact of AI, robotics, and Midwest innovation. ·       Discuss approaches to balancing an emergency fund with retirement contributions, and review considerations around Roth accounts. ·       Examine practical examples of retirement-related decisions, such as early home purchases, Roth IRA conversions, and considerations for taxes, Social Security, and pensions. Gain insights into the discussions shaping retirement planning and investing today. Listen and subscribeto the Retire Sooner Podcast to explore more perspectives that can help guide your financial journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
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4 months ago
46 minutes

Retire Sooner with Wes Moss
Social Security, Taxes, REITs, and More: Exploring Key Retirement Planning Topics
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 ownership in the future of investing. • Weigh the trade-offs between applying rental income toward your mortgage principal versus investing it for long-term retirement flexibility. • Clarify how Social Security survivor benefits may extend to grandchildren, what dependency rules apply, and why guardianship status alone may not be enough. • Review why withdrawal planning and tax awareness—including the value of professional guidance—remain key components of effective financial planning for retirement. • Learn how capital gains tax brackets work and why timing investment sales can play a role in overall tax outcomes, especially for families with changing incomes. • Assess the role of REITs (Real Estate Investment Trusts) within a diversified investment approach and what to weigh when considering them as part of your retirement income plan. • Explore the growing use of artificial intelligence in financial planning, from investment research to estate modeling, while keeping in mind its potential benefits and current limits. Stay informed, stay engaged, and stay confident in your path forward. Listen and subscribe to the Retire Sooner Podcast for thoughtful conversations that support a fulfilling retirement journey. Learn more about your ad choices. Visit megaphone.fm/adchoices
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4 months ago
41 minutes

Retire Sooner with Wes Moss
From Asset Allocation to Market Trends: Tools for Thoughtful Retirement Planning
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 shape retirement planning. Understand the Federal Reserve’s influence on interest rates and what rate changes may mean for savings, housing, and the broader economy. Examine the inverted yield curve and consider historical patterns regarding economic slowdowns. Identify market sectors, including consumer staples and utilities, that may show relative stability during market fluctuations. Clarify misconceptions about global stock market capitalization and assess how international diversification may fit into a retirement plan. Review the 6% test as a framework for comparing pension lump sum options and monthly payments. Consider wealth-building benchmarks and habits for younger savers that support gradual accumulation over time. Explore irrevocable trusts and other legal strategies that may help manage and protect certain assets. Listen as Wes and Christa address listener questions covering retirement planning considerations across different life stages. Empower yourself with knowledge and thoughtful considerations for your financial future. Listen and subscribe to the Retire Sooner Podcast for weekly discussions on investing, retirement planning, and financial security 🎧 Learn more about your ad choices. Visit megaphone.fm/adchoices
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4 months ago
37 minutes

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.