Most businesses do not fail because of bad ideas. They fail because they run out of cash.

In this episode of Watch Your Six, host Jason Edwards sits down with Tim, founder of Tim's Wine Market in Orlando, to break down what it really takes to survive and thrive for 30 years in a competitive industry. From jumping into entrepreneurship at 27 to navigating big box competition, shifting consumer trends, and economic downturns, Tim shares the hard truths most aspiring business owners never hear.

This is not theory. It is three decades of real world lessons.

In this episode, you will learn:

• Why undercapitalization quietly kills great businesses
• How to find your niche instead of competing with giants
• Why a business plan and pro forma are non negotiable
• How to pivot, evolve, and survive industry cycles

If you are thinking about starting a business, already running one, or trying to scale without burning out, this conversation will challenge the way you think about risk, growth, and cash flow.

Success is not about having the best idea. It is about having the discipline to build it right.

🎙️ 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.

The noise is loud, the fear is high—but the facts tell a very different story about what's coming next.

In this episode of Watch Your Six, Jason Edwards cuts through the headlines to explain why 2026 is shaping up to be a uniquely powerful year for investors. From falling inflation and potential rate cuts to AI-driven efficiency and global market opportunities, Jason breaks down how today's economic tailwinds could translate directly into real wealth-building opportunities for everyday investors.

Rather than chasing hype or freezing in uncertainty, this conversation focuses on building a disciplined strategy that positions you to benefit from one of the most robust bull environments in years.

Key themes discussed:

• Why removing fear and focusing on facts changes everything
• How AI, energy, healthcare, and consumer sectors are quietly compounding growth
• The danger of "paralysis by analysis" and why waiting can cost you the most

2026 isn't about guessing—it's about preparation. Get positioned, get informed, and get ready to move with confidence.

🎙️ 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.

Fear sells—but data tells the real story.

In this episode of Watch Your Six, host Jason Edwards is joined in-studio by Nicole Verde, one of our financial planners at Edwards Financial Services, to break down how optimism, pessimism, and emotion-driven decisions can quietly derail your financial future. Together, they cut through market noise to explain where real opportunities exist—across the U.S., Europe, and global markets—and why discipline, data, and planning matter more than ever.

From interest rates and inflation to AI, crypto hype, and the dangers of "get rich quick" investing, this conversation delivers a grounded, no-nonsense look at how smart money actually moves—and how you can protect yourself from costly mistakes.

Key takeaways include:

• How headwinds and tailwinds shape real investment opportunity
• Why emotional investing and social media hype cost investors money
• The difference between falling in love with assets vs. returns

If you want clarity, confidence, and a smarter framework for navigating today's markets, this episode is your guide. Tune in—and remember to watch your six.

🎙️ 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.