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Watch Your Six

Watch Your Six

By: Jason Edwards
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Summary

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
  • Good Debt vs. Bad Debt | #37
    May 12 2026

    Most people aren't broke because they don't make money. They're broke because nobody taught them how to use it.

    In this episode of Watch Your Six, host Jason Edwards breaks down one of the biggest financial misconceptions out there: the difference between good debt and bad debt. From credit cards and cash flow mistakes to real estate strategy, liquidity, and alternative investments, Jason explains how wealthy investors think differently about money and why having a plan matters more than chasing trends.

    He also dives into how entrepreneurs and young investors can avoid getting cash poor, why being "debt free" isn't always the smartest move, and the investment strategies many traditional advisors never talk about.

    Key takeaways:

    • Why liquidity can be more valuable than owning assets outright

    • The difference between emotional decisions and strategic investing

    • How alternative investments are used by high-net-worth investors

    • Simple habits that can change your financial future

    If you want to build wealth with intention instead of emotion, this episode is for you.

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

    📌 Connect with Jason Edwards:

    LinkedIn | Email | Watch Your Six

    🎙️ Follow the show: Watch Your Six



    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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    25 mins
  • How Smart Investors Stay Calm | #36
    Apr 29 2026

    When markets get noisy, the smartest move is often staying steady.

    In this episode of From Underdog to Entrepreneur, host Pat Miller breaks down what rising oil prices, market pullbacks, and shifting consumer trends really mean for your money. He shares why panic can be costly, how disciplined investors use downturns as opportunity, and why understanding the next generation of buyers could shape future wealth.

    You'll also hear why many high earners still struggle financially, how to choose the right financial team, and what separates investing from gambling.

    Key Takeaways:
    • Why market dips can create buying opportunities
    • How Gen Alpha is already influencing spending habits
    • Why income alone does not equal wealth

    Success favors the prepared, not the panicked. Tune in and build smarter from here.

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    25 mins
  • Stop Waiting, Start Investing Smart | #35
    Apr 21 2026

    What if the biggest risk in today's market is doing nothing at all?

    In this episode of Watch Your Six, Jason Edwards breaks down why fear-driven investing can cost you more than market volatility. With global uncertainty, rising costs, and constant headlines, he explains how smart investors find opportunity where others hesitate and why timing the market is a losing game.

    You'll learn how to think strategically about your money, avoid common pitfalls, and recognize where growth is actually happening even when the news says otherwise.

    Key takeaways:

    • Why avoiding bad decisions matters more than chasing big wins
    • How market trends and simple indicators can reveal hidden opportunities
    • Where real growth can exist during economic uncertainty

    If you've been sitting on the sidelines waiting for the "perfect time," this episode will challenge you to rethink everything and take control of your financial future.

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    26 mins
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