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April 1, 2025 52 mins

In Episode 8, Dan and Natalie sit down with Matthew Thomas, a seasoned entrepreneur, investor, and mentor who helps early-stage companies scale through Entrepreneurs’ Organization (EO) and peer-to-peer mentorship.

Matthew shares his journey from a small-town Oklahoma kid with a dream of attending the Air Force Academy to becoming a business leader. He talks about the mentors who changed his life, the lessons he learned from his career pivots, and how EO helps entrepreneurs navigate growth, build accountability, and overcome challenges.

We also explore: ✅ The importance of mentorship at every stage of life and business ✅ How accelerators and peer groups help businesses scale from $250K to $2M+ ✅ Lessons from his experience starting and selling a successful tech company ✅ Why flexibility, not just force, is key to long-term success

🌟 Whether you’re an entrepreneur looking for mentorship or someone searching for the next step in your journey, this episode will give you the tools and inspiration you need.

🎧 Rate, Review, and Share! If you love Uncharted: Your Sidekick for Life, take a moment to leave us a review and share this episode with your friends. Your support helps us bring more inspiring stories your way!

🔗 Want to be a guest or a Gen Z contributor? Visit: https://foundingup.com/uncharted_podcast

📲 Connect with us on Socials: 📸 Instagram: @foundingup 🎵 TikTok: @founding_up


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