Feb. 11, 2026

1383: The “Navigation System” For Your Business That Drives Better Decisions w/ Connor O'Hearn

In this episode, Connor O'Hearn completely reframes how entrepreneurs should view artificial intelligence. He introduces the game-changing concept of AI as a "navigation system for business"—a dynamic, layered GPS that guides you through complex decisions, rather than just being another static tool. For wantrepreneurs and entrepreneurs, this episode is a masterclass in leveraging AI to fill skill gaps, process overwhelming amounts of data, and make smarter, faster decisions. Connor’s unique journey from sales and geography to co-founding an AI strategy firm gives him a powerful perspective on how technology can enhance human intuition and democratize the tools previously reserved for massive corporations.

💡 What You'll Take Away For YOUR Business

  • The "Business GPS" Mindset: Learn to view AI not as a chatbot, but as a strategic navigation system that synthesizes data layers to show you the best path forward.
  • Bridge Your Skill Gaps Instantly: Discover how AI can act as your personal expert in areas you’re weak in—from financial modeling to coding—allowing you to operate like a multi-talented founder from day one.
  • Capitalize on the "Silver Tsunami": Understand the historic opportunity to acquire and modernize small businesses from the retiring baby boomer generation, using AI as your unfair advantage.
  • Enhance, Don't Replace, Your Intuition: Find out how to use AI as a "thought partner" to validate your gut feelings with data, empowering you to make bolder, more informed bets.
  • Achieve Presence and Build Better Relationships: Learn how simple tools like AI note-takers can free your mind during meetings, allowing you to be fully present and build deeper connections with clients and partners.
  • Compete with Giants on a Startup Budget: See how a small team can now achieve what once required tens of thousands of dollars and a large staff, simply by using the right AI tools.

📝 About Connor O'Hearn

Connor O'Hearn is the co-founder of an AI strategy firm dedicated to helping business leaders navigate increasingly complex decisions. With a diverse background spanning business, entrepreneurship, aviation, and even geography, Connor brings a uniquely human-centric approach to the world of technology. His experience in an early-stage startup, where he helped lead a strategic partnership with Microsoft's co-pilot ecosystem, gave him a front-row seat to the AI revolution. Today, he channels that expertise into building a true "navigation system for business," empowering entrepreneurs to turn data chaos into clear, actionable strategy.

🎯 Connor’s BEST Piece of Advice for Wantrepreneurs and Entrepreneurs

Know what you're really good at, double down on that strength, and then use AI without fear to fill in all the gaps and deficiencies you have as an entrepreneur.

📢 Memorable Quotes

  • “That nurture folder is where deals go to die.” – Connor O'Hearn
  • “When you leave a meeting, it takes like one hour later, you've lost 50% of the memory of that conversation. And it just continues to degrade. If you wait 24 hours to go make those notes, you're down to like 10 or 5% of the actual conversation.” – Connor O'Hearn
  • “Don't get too comfortable because the chaos of how fast everything is changing. You can either look at it as chaos or I think start to see the patterns in it.” – Connor O'Hearn

🔗 Links & Resources