Watch Your Six

Jason Edwards
  • 5.0 (2)
  • Investing
  • Updated Weekly

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.

  1. 6h ago

    Your Biggest Investment Risk Is You | #43

    Your financial future means nothing if your health collapses first. What if the biggest threat to your financial future isn't the market—it's your own emotions? In this episode of Watcher Six, host Jason Edwards breaks down why fear, panic, and attempts to time the market can derail long-term wealth creation. He explains why market corrections can actually create opportunities, how consistent investing and dollar-cost averaging can help mitigate risk, and why staying disciplined may matter more than trying to predict what the market will do next. In this episode, Jason explores: ● Why emotional investing can lead to costly decisions ● The danger of trying to time the market ● How consistency and dollar-cost averaging can support long-term growth ● Why market corrections may present opportunities rather than reasons to panic ● The difference between spending money and building true wealth Building wealth isn't about predicting every market move—it's about having a strategy, staying disciplined, and giving your investments time to work. Tune in and learn how to get out of your own way and take control of your financial future.   ️ 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.

  2. Oct 13

    Don't Let Fear Drive Your Investments | #42

    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.

  3. Oct 6

    The Tax Strategies Wealthy Investors Use | #41

    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.

  4. Jun 16

    Why Most Entrepreneurs Fail Early | #40

    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

  5. Jun 9

    The Market Isn't Crashing | #39

    Everyone's panicking about the economy, AI, inflation, and market volatility. Jason Edwards says most people are looking at it all wrong. In this live episode of Watch Your Six, Jason breaks down why today's economy is fundamentally different from past market bubbles and why fear may be causing people to miss one of the biggest wealth-building opportunities in years. From AI growth and energy expansion to long-term investing and financial independence, this episode is packed with practical insight for anyone trying to build real wealth in uncertain times. Jason also shares why market timing fails, how millionaires are quietly built through consistency, and the simple three-account strategy that can completely change your financial future. In this episode: Why AI is not the dot-com bubble The danger of trying to time the market The three-account strategy for building wealth Why independent financial advice matters How young investors can create massive long-term success The people who win financially are rarely the loudest. They are the most consistent. Tune in, stay the course, and start build

  6. Jun 2

    Why Success Starts With Health: The Millionaire Health Blueprint | #38

    Your financial future means nothing if your health collapses first. In this powerful episode of Watch Your Six, host Jason Edwards sits down with regenerative medicine pioneer and bestselling author Michael Smith to explore the deep connection between wealth, stress, longevity, and performance. From cortisol and brain fog to biological age testing and proactive health investing, this conversation challenges the way we think about success. Michael shares the personal tragedy that changed his life forever and how it sparked a mission to help people optimize their health before it is too late. Together, Jason and Michael unpack why emotional decision-making destroys both financial portfolios and physical well-being, and how building the right team can transform your future. In this episode: Why stress and cortisol quietly impact your financial decisions The difference between "sick care" and true healthcare How regenerative medicine is changing longevity and performance Why investing in your health may be the greatest ROI of your life The concept of intergenerational wealth and intergenerational health This episode is a wake-up call to stop procrastinating and start investing in the one asset that drives everything else: 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.

  7. May 12

    Good Debt vs. Bad Debt | #37

    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.

  8. Apr 29

    How Smart Investors Stay Calm | #36

    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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Ratings & Reviews

5
out of 5
2 Ratings

About

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.

Information

  • Creator
    Jason Edwards
  • Years Active
    2025 - 2026
  • Episodes
    43
  • Rating
    Clean
  • Copyright
    © 2025
  • Show Website
    Watch Your Six