From Flight Instructor to Fintech Founder: Jason Schapperts Unconventional Path to Success

The Deal Scout

The Deal Scout Newsletter: Jason's Journey from Ocala to the Skies and Beyond
Hello, fellow dealmakers!
I’m thrilled to share the latest episode of "The Deal Scout" with you. This time, I had the pleasure of reconnecting with Jason, an inspiring entrepreneur from my hometown of Ocala, Florida. His story is a testament to resilience, innovation, and the power of leveraging opportunities. Here are some key takeaways and intriguing insights from our conversation that you won’t want to miss:
Key Lessons and Ideas:
Early Influences and Entrepreneurial Spirit:
Jason grew up in an entrepreneurial family, learning the ropes of customer service and sales from his parents' pest control business.
His unique perspective on success was shaped by observing the lifestyles of both wealthy and struggling clients.
The Power of Self-Improvement:
While his peers played video games, Jason was busy with personal development, listening to audiobooks by Zig Ziglar and John Maxwell while mowing lawns.
This early focus on self-improvement set the foundation for his future success.
From Flight Instructor to Business Owner:
Jason’s passion for flying led him to become a flight instructor at a young age.
Realizing the disparity in earnings, he invested his savings in buying his first airplane, viewing it as an asset to generate income.
Leveraging Online Platforms:
Faced with the challenge of scaling his business, Jason turned to YouTube and GoPro cameras to film and share his flight lessons online.
This innovative approach allowed him to reach a broader audience and build a successful online aviation education business.
Overcoming Adversity:
Jason faced significant financial challenges, including a near foreclosure and an engine failure during a flight lesson.
These adversities pushed him to focus solely on his online platform, leading to the growth and success of his business.
Transition to Financial Literacy:
After selling his aviation business, Jason and his wife founded Moolah, a fintech company aimed at providing financial literacy and investment tools.
Intriguing Moments:
First Airplane Purchase**: At 18, instead of buying a truck, Jason bought an airplane, seeing it as an investment to leverage his business.
Moolah’s Vision**: The goal of Moolah is not just to offer banking and investment services but to educate users on financial stewardship, drawing from Jason’s personal experiences.
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Disclaimer: The content shared on this podcast is for informational purposes only and should not be taken as financial, legal, or tax advice. The views and opinions expressed are those of the host, Josh Wilson, and any guests, and do not necessarily reflect the official policy or position of any agency or organization.

Josh Wilson is a licensed real estate broker and an investment banker, but this podcast is not a substitute for professional advice. We strongly recommend that you consult with a qualified financial advisor, legal counsel, and tax professional before making any financial decisions or taking any actions based on the information provided in this podcast.