Retire With Confidence

Josh Duncan, CFP®
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Retire With Confidence is the podcast designed to help you move beyond the fear of the complexity of finances so you can be financially free to achieve personal significance. Tune in with Josh Duncan each week to turn fear into fuel that drives you into Freedom & Significance.

  1. 3D AGO

    The Legal Gap Every Parent Faces When Their Child Turns 18

    The moment your child turns 18, everything changes—legally. Most parents don’t realize that without the right documents in place, you could be locked out of critical medical and financial decisions. In an emergency, that gap between what feels right and what’s legally allowed can create serious consequences. In this episode, we break down the hidden legal risks families face and the three essential documents every parent should have in place: Healthcare Power of Attorney, HIPAA Authorization, and Durable Financial Power of Attorney. These tools ensure you can step in when it matters most, whether it’s a medical emergency, financial disruption, or unexpected life event. You’ll learn: Why parents become “legal strangers” at 18How HIPAA and FERPA restrict accessThe exact role of a power of attorneyThe 3 documents that close the legal gapHow to get this done quickly and efficiently If you have a child approaching adulthood, or already there, this is not something to delay. And it is one of the simplest, highest-impact steps you can take to protect your family. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional. #FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial

    15 min

  2. APR 1

    Health Sharing Plans: What Are They and How Do They Work?

    Health insurance costs keep rising—but are you actually getting better coverage? In this video, we break down health sharing plans, one of the most misunderstood health insurance alternatives available today. If you’ve ever wondered whether there’s a smarter way to protect your family from major medical expenses without paying massive premiums, this is a conversation worth having. You’ll learn: How health sharing plans really workWhat they typically cover (and don’t)Why they’re designed to handle catastrophic healthcare costs, not everyday expenses  We also walk through real numbers, including monthly costs, initial unshared amounts, and how these plans compare to traditional insurance from a financial planning perspective. More importantly, we address the bigger strategy: why bundling everything—prescriptions, dental, and vision—into one insurance plan may not be the most efficient approach for high-income families. This is not a one-size-fits-all solution. But for the right household, a health sharing plan can reduce costs while still protecting long-term financial goals. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional. #FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial

    13 min

  3. MAR 25

    What Every College Student Should Know About Money

    Most college students are never taught how money actually works—but the financial decisions you make now can shape your future for decades.  In this episode, Josh breaks down 6 things every college student should know about finances, from opening the right checking account and savings account to understanding student loan debt, tax preparation, and how to prepare for your first job. This is practical, real-world financial advice for college students who want to avoid expensive mistakes and start building strong money habits early. You’ll learn how to create a financial foundation, manage debt wisely, avoid lifestyle inflation, understand your pay stub and taxes, and begin investing with confidence. If you’re trying to get smarter about college finances, this conversation gives you a roadmap you can actually use. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional. #FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial

    19 min

  4. MAR 18

    Don’t Invest Like the Top 1% (Here’s Why)

    Private equity funds and private placements are often marketed as investments reserved for the top one percent. The pitch sounds compelling: access to exclusive deals, the potential for higher returns, and the idea that sophisticated investors allocate heavily to alternatives instead of traditional stocks and bonds. But the reality is often very different. In this episode, Josh breaks down what private equity and private placements actually are and why they can carry risks that many investors underestimate. While institutional investors and ultra-wealthy families may allocate to these investments, that doesn’t automatically mean they belong in every financial plan. We walk through the structure of these deals, why they’re aggressively marketed to accredited investors, and the critical risks that rarely make it into the pitch deck. Private investments can be complex, illiquid, and high-risk. Before committing capital to a private equity fund or private placement, it’s critical to understand how these investments actually work and how they fit within a broader financial strategy. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional. #FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial

    16 min

  5. MAR 11

    Why Target Date Funds Are Quietly Hindering Your Financial Freedom

    Target date funds are one of the most common investments used in retirement planning. They promise a simple solution: choose the year you plan to retire and let the fund automatically adjust your portfolio over time. But for many families with significant assets, that simplicity can come with hidden trade-offs. In this episode, we take a closer look at target date funds and why they may quietly limit your long-term financial freedom. While they seem useful in certain situations, they most often rely on a one-size-fits-all investment strategy that may not align with your goals, tax strategy, or broader financial plan. If you’re serious about retirement planning and building lasting wealth for your family, understanding the limitations of target date funds is critical. In this conversation, we explore what makes target date funds attractive, why “set it and forget it” investing can be misleading, the hidden assumptions built into target date portfolios, why affluent families often outgrow target date strategies, and how personalized retirement planning can create more flexibility and control For many investors, target date funds are a starting point, but they shouldn’t necessarily be the finish line. If you want a retirement strategy designed around your life, your goals, and your wealth, it may be time to look beyond the default options. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional. #FinancialFreedom #FinancialPlanning #WealthManagement #RetirementPlanning #F5Financial

    15 min

  6. MAR 4

    How Parents Can Save for College Without Sacrificing Retirement

    College costs continue to rise, and many families feel pressure to fully fund their child’s education no matter the cost. But what if aggressive college savings jeopardizes your own retirement planning? In this episode, we walk through a practical framework for saving for college without sacrificing long-term financial independence. College should be viewed as an investment, not an automatic assumption.  We explore how to evaluate return on investment, college prestige versus practicality, and what’s reasonable to save when your child is still young. We also cover how to prioritize retirement accounts first, how to strategically use 529 plans, and how recent changes under the SECURE 2.0 Act can add more flexibility to your portfolio. If you’re a family with significant assets who wants to support your children wisely without sacrificing your own future, this conversation is for you. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional.

    12 min

  7. FEB 25

    How to Choose a Financial Advisor (Don’t Overpay)

    Choosing the wrong financial advisor can quietly cost your family hundreds of thousands of dollars over your lifetime. Not because someone is unethical, but because incentives matter. In this episode, we break down the three primary types of financial advisors and explain the critical difference between the suitability standard and the fiduciary standard. If you have significant assets to protect and grow, understanding how your advisor is compensated is not optional—it’s essential. You’ll learn the real difference between suitability and fiduciary advice, why “there’s no cost to you” should raise red flags, the three compensation models: commission-based, fee-only AUM, and fee-only hourly, how to evaluate credentials like the CFP designation, and the one question that instantly reveals conflicts of interest If you’re a family with significant investable assets, this conversation could materially impact your long-term financial trajectory. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional.

    12 min

  8. FEB 18

    Your Portfolio Has Too Many Funds (Stop Buying Everything!)

    At some point, diversification stops protecting you and starts quietly working against you. Diworsification is one of the most overlooked portfolio risks facing high-net-worth families today. What begins as prudent diversification can slowly evolve into excessive overlap, diluted conviction, and unnecessary complexity. This hidden danger could be reducing clarity, tax efficiency, and long-term performance. In this episode, Josh breaks down what diworsification really means, why more holdings does not equal less risk, the three warning signs your portfolio has crossed the line, the hidden costs of overlapping funds, and how to simplify without increasing risk. You’ll learn how to identify redundant positions, evaluate portfolio overlap, and determine whether your current financial advice is adding clarity or complexity. True diversification is strategic. Diworsification is accidental. If your portfolio feels scattered, overly complicated, or difficult to explain, it may be time for a second opinion. We specialize in helping families design intentional, tax-aware portfolios aligned with their long-term goals. 👉 Work with us at https://www.f5fp.com. About F5 Financial Planning: At F5 Financial Planning, we help individuals and families align their finances with what matters most so they can live lives of Freedom and Significance. We are a fee-only, fiduciary financial planning and investment management firm, meaning we don’t earn commissions or sell products — our only commitment is to our clients’ best interests. We provide comprehensive financial planning, investment management, tax-efficient strategies, and retirement planning for families, corporate executives, and entrepreneurs. Our team serves clients nationwide through virtual meetings and from offices in Illinois, Georgia and Florida. At F5, our goal is simple: to help you gain confidence, clarity, and control over your financial future so you can focus on the people and passions that matter most.  Visit https://www.f5fp.com to learn more about our services and planning process. ***** Advisory services are offered through F5 Financial Planning, LLC, an SEC-registered investment adviser. This content is for educational and informational purposes only and should not be considered personalized financial, investment, tax, or legal advice. Viewing these videos does not create an advisory relationship with F5 Financial. All investments involve risk, including possible loss of principal. For guidance specific to your situation, please consult a qualified professional.

    12 min
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About

Retire With Confidence is the podcast designed to help you move beyond the fear of the complexity of finances so you can be financially free to achieve personal significance. Tune in with Josh Duncan each week to turn fear into fuel that drives you into Freedom & Significance.

Information

  • Creator
    Josh Duncan, CFP®
  • Years Active
    2025 - 2026
  • Episodes
    32
  • Rating
    Clean
  • Copyright
    © 2026 Josh Duncan, CFP®
  • Show Website
    Retire With Confidence

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