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Watch Your Six

Watch Your Six

Written by: Jason Edwards
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As a financial advisor with nearly two decades of experience, I've seen firsthand that the biggest challenge for my clients—whether business leaders, entrepreneurs, or individuals looking to grow their wealth—is the fixation on picking the "right" investments. In reality, success lies in avoiding the wrong ones. The goal isn't to beat the market; it's to follow a disciplined, strategic plan that allows your wealth to grow steadily over time. My passion has always been to protect and guide my clients toward smart financial decisions, and I want to do the same for you. Each week on our show, we'll speak with people who have been misled, made costly mistakes, or fallen victim to bad financial advice. We'll break down their experiences and provide insights to help you avoid the same pitfalls—so you can build and protect your wealth with confidence.2025 Economics Personal Finance
Episodes
  • Don't Let Fear Drive Your Investments | #42
    Oct 13 2026

    Your financial future means nothing if your health collapses first.

    What if your biggest investment risk isn't the market—it's your own reaction to it?
    In this episode of Watcher Six, Jason Edwards breaks down why emotions, fear, and market headlines can lead investors to make costly decisions. Using historical market data, he explains the dangers of trying to time the market, why corrections can create opportunities, and how having a consistent strategy can help investors stay focused when volatility hits.


    In this episode, Jason explores:
    ● Why missing just a handful of the market's best days can dramatically affect long-term returns
    ● How to think about market corrections as potential opportunities rather than reasons to panic
    ● Why dollar-cost averaging can help take emotion out of investing
    ● The importance of having a financial strategy you can stick with through market volatility


    Jason also looks at the ripple effects of oil prices, inflation, AI-driven market fears, and the constant stream of headlines competing for investors' attention. His message is simple: stay analytical, stay calm, and don't let fear override your long-term strategy.
    The market will always have ups and downs. The key is making sure your strategy—not your emotions—is driving your next move.

    ️ Watch Your Six — helping you safeguard your financial future.
    📌 Connect with Jason Edwards:
    https://www.linkedin.com/in/jasedwards

    Securities offered through Calton & Associates, Inc. member FINRA and SIPC, a Registered Investment Adviser
    Investment advisory services offered through Edwards Financial Services, Inc., a Registered Investment Adviser
    Edwards Financial Services, Inc. is not owned or controlled by Calton & Associates, Inc.
    The information contained in this communication has been derived from sources believed to be reliable but is not guaranteed as to the accuracy and completeness and does not purport to be a complete analysis of the material discussed. The opinions expressed herein do not necessarily reflect those of Calton and Associates, Inc., and are subject to change without notice.

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    21 mins
  • The Tax Strategies Wealthy Investors Use | #41
    Oct 6 2026

    Your financial future means nothing if your health collapses first.
    What if the biggest opportunity to grow your wealth isn't taking on more risk—but keeping more of what you already make?

    In this episode of Watch Your Six, Jason Edwards breaks down how taxes can quietly impact investment growth and why the way you structure your portfolio can make a significant difference. He explores capital gains, dividends, tax-advantaged accounts, borrowing against investment assets, and the importance of building a strategy around how you'll eventually live off your wealth.

    In this episode, Jason explores:
    ● How capital gains and dividends can create different tax consequences
    ● Why portfolio structure matters when planning for retirement
    ● How tax-sheltered accounts can fit into a broader investment strategy
    ● The potential role of active portfolio management and tactical investing
    ● Why investors should consider their tax footprint—not just investment returns


    Jason also takes a closer look at rising oil prices, inflation, market volatility, and what investors should consider when geopolitical events shake the markets. Your investment strategy isn't just about what you earn—it's about what you keep. Tune in and take a closer look at the strategies that can shape your financial future.

    ️ Watch Your Six — helping you safeguard your financial future.
    📌 Connect with Jason Edwards:
    LinkedIn https://www.linkedin.com/in/jasedwards

    Securities offered through Calton & Associates, Inc. member FINRA and SIPC, a Registered Investment Adviser

    Investment advisory services offered through Edwards Financial Services, Inc., a Registered Investment Adviser
    Edwards Financial Services, Inc. is not owned or controlled by Calton & Associates, Inc.
    The information contained in this communication has been derived from sources believed to be reliable but is not guaranteed as to the accuracy and completeness and does not purport to be a complete analysis of the material discussed. The opinions expressed herein do not necessarily reflect those of Calton and Associates, Inc., and are subject to change without notice.

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    28 mins
  • Why Most Entrepreneurs Fail Early | #40
    Jun 16 2026

    Thinking about starting your own business? This episode might change how you approach it.

    Host Jason Edwards breaks down the hard truths of entrepreneurship—what it really takes to succeed, why most businesses fail, and how to avoid the biggest mistakes before you even begin. From mindset and discipline to funding, structure, and strategy, this is a practical roadmap for anyone serious about building something that lasts.

    In this episode, you'll learn:

    • The non-negotiable traits every successful entrepreneur needs
    • How poor planning and underfunding quietly kill businesses
    • Why your business model must work on paper before it works in reality

    If you've got an idea, don't just chase it—build it the right way. This episode will help you do exactly that.

    🎙️ Watch Your Six — helping you safeguard your financial future.

    📌 Connect with Jason Edwards:

    LinkedIn https://www.linkedin.com/in/jasedwards

    Securities offered through Calton & Associates, Inc. member FINRA and SIPC, a Registered Investment Adviser Investment advisory services offered through Edwards Financial Services, Inc., a Registered Investment Adviser Edwards Financial Services, Inc. is not owned or controlled by Calton & Associates, Inc.

    The information contained in this communication has been derived from sources believed to be reliable but is not guaranteed as to the accuracy and completeness and does not purport to be a complete analysis of the material discussed. The opinions expressed herein do not necessarily reflect those of Calton and Associates, Inc., and are subject to change without notice

    Show More Show Less
    26 mins
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