Episodes

  • Tax Planning in 2026: New Rules, Deductions & Smart Strategies (OBBBA Breakdown)

    Tax Planning in 2026: New Rules, Deductions & Smart Strategies (OBBBA Breakdown)
    Apr 30 2026
    “Well… It Depends!” explores financial decisions that can’t be answered with a simple yes or no. This week, hosts Andrew Baron, CFP®, EA, and Derek Doyle break down how retirement has evolved—from traditional pensions to today’s 401(k)-driven world—and what that shift means for your financial future. They discuss the key differences between defined benefit and defined contribution plans, why the responsibility for retirement has shifted to individuals, and how to make smarter decisions when it comes to saving, investing, and managing your retirement accounts. From contribution strategies and Roth vs. pre-tax decisions to Social Security timing and planning opportunities, they […]
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    24 mins
  • Markets vs Portfolios Explained: Why the S&P 500 Isn’t Enough for Retirement Planning

    Markets vs Portfolios Explained: Why the S&P 500 Isn’t Enough for Retirement Planning
    Apr 16 2026
    “Well… It Depends!” explores financial decisions that can’t be answered with a simple yes or no. This week, hosts Andrew Baron, CFP®, EA, and Derek Doyle break down how retirement has evolved—from traditional pensions to today’s 401(k)-driven world—and what that shift means for your financial future. They discuss the key differences between defined benefit and defined contribution plans, why the responsibility for retirement has shifted to individuals, and how to make smarter decisions when it comes to saving, investing, and managing your retirement accounts. From contribution strategies and Roth vs. pre-tax decisions to Social Security timing and planning opportunities, they […]
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    17 mins
  • Pensions to 401(k)s: Why Retirement Isn’t What It Used to Be

    Pensions to 401(k)s: Why Retirement Isn’t What It Used to Be
    Apr 2 2026
    “Well… It Depends!” explores financial decisions that can’t be answered with a simple yes or no. This week, hosts Andrew Baron, CFP®, EA, and Derek Doyle break down how retirement has evolved—from traditional pensions to today’s 401(k)-driven world—and what that shift means for your financial future. They discuss the key differences between defined benefit and defined contribution plans, why the responsibility for retirement has shifted to individuals, and how to make smarter decisions when it comes to saving, investing, and managing your retirement accounts. From contribution strategies and Roth vs. pre-tax decisions to Social Security timing and planning opportunities, they […]
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    22 mins
  • The AI Question: Advice vs. Action

    The AI Question: Advice vs. Action
    Mar 19 2026
    “Well… It Depends!” explores financial decisions that can’t be answered with a simple yes or no. This week, hosts Andrew Baron, CFP®, EA, and Derek Doyle dive into the growing conversation around AI vs. the human advisor. They discuss how AI is influencing the stock market, where it may (and may not) disrupt industries, and what it means for financial planning. From robo-advisors to real-world decision-making, they break down the limitations of AI, the importance of human judgment, and why implementation and personal connection still matter. If you’d like to discuss your specific situation with one of our CFPs®, please […]
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    20 mins
  • Gold, Bitcoin & Real Estate: The Truth About Alternative Investments

    Gold, Bitcoin & Real Estate: The Truth About Alternative Investments
    Mar 5 2026
    “Well… It Depends!” explores financial decisions that can’t be answered with a simple yes or no. This week, hosts Andrew Baron, CFP®, EA, and Derek Doyle discuss alternative investments—from gold and Bitcoin to real estate. They cover what these assets are, how they can be used in a portfolio, the risks involved, and considerations for everyday investors and retirees. If you’d like to discuss your specific situation with one of our CFPs®, please email info@jgua.com. For the full transcript, click HERE
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    13 mins
  • Career Blueprint Series: Real Estate Agents & Brokers

    Career Blueprint Series: Real Estate Agents & Brokers
    Feb 5 2026
    “Well… It Depends!” poses a question around financial decisions that cannot be answered with a simple yes or no! This week, host Andrew Baron, CFP®, EA, continues a series called, “The Career Blueprint Series.” In this episode he is speaking on real estate agents and brokers. This episode covers a great deal of information. If you would like to discuss your specific situation with one of our CFPs®, please email info@jgua.com. For the full transcript, click HERE
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    6 mins
  • Career Blueprint Series: Professors

    Career Blueprint Series: Professors
    Jan 22 2026
    “Well… It Depends!” poses a question around financial decisions that cannot be answered with a simple yes or no! This week, host Andrew Baron, CFP®, EA, continues a series called, “The Career Blueprint Series.” In this episode he is speaking on professors. This episode covers a great deal of information. If you would like to discuss your specific situation with one of our CFPs®, please email info@jgua.com. For the full transcript, click HERE
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    6 mins
  • Career Blueprint Series: Nurses

    Career Blueprint Series: Nurses
    Jan 8 2026
    “Well… It Depends!” poses a question around financial decisions that cannot be answered with a simple yes or no! This week, host Andrew Baron, CFP®, EA, continues a series called, “The Career Blueprint Series.” In this episode he is speaking on nurses. This episode covers a great deal of information. If you would like to discuss your specific situation with one of our CFPs®, please email info@jgua.com. For the full transcript, click HERE.
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    5 mins