EPISODE · Jan 20, 2026 · 40 MIN
Build a Freedom Machine: The SOS Framework for Business Growth with Jason Phillips
from TheUPside Podcast · host Theresa Flood
How do you build a business that serves your life instead of running it? In this episode, Theresa sits down with Jason Phillips, the award-winning entrepreneur behind Phillips Home Improvement and Contractor Freedom, for a masterclass in building a business from the ground up.Jason shares his incredible story of starting a painting company with just a few dollars, driven by a desire to do better for customers and employees. He reveals the pivotal moment that transformed his entire approach to business—a moment that led him from being bankrupt on time to designing a life of freedom.Discover Jason's powerful "SOS" framework—Self, Others, Systems—a practical guide for any business owner feeling stuck. You'll learn the importance of starting with your own leadership, building a team that carries the vision (not just the workload), and implementing systems that create predictability and profit. Jason also opens up about how his faith shapes his people-first business philosophy and why doing the right thing is always the most profitable path.If you're an entrepreneur, leader, or anyone feeling trapped in the "messy middle" of your business, this conversation is packed with wisdom to help you build a company that fuels your life's purpose.Topics Covered:From Broke to Blessed: The Entrepreneurial JourneyThe "SOS" Framework: Self, Others, SystemsBuilding an Oak Tree Team vs. a Weeping WillowThe Power of DISC in Hiring and LeadershipBalancing People and Profits for Sustainable GrowthDesigning Your Business as a "Freedom Machine"Connect with Jason:Facebook: Contractor FreedomInstagram: @contractorfreedomliveWebsite: phillipshomeimprovement.comSubscribe to The UPside Podcast:Don't miss an episode! Subscribe for your weekly dose of inspiration to get unstuck and elevate your thinking.Connect with Theresa:Website: theresaflood.com
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How do you build a business that serves your life instead of running it? In this episode, Theresa sits down with Jason Phillips, the award-winning entrepreneur behind Phillips Home Improvement and Contractor Freedom, for a masterclass in building a business from the ground up. Jason shares his incredible story of starting a painting company with just a few dollars, driven by a desire to do better for customers and employees. He reveals the pivotal moment that transformed his entire approach t...
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Build a Freedom Machine: The SOS Framework for Business Growth with Jason Phillips
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