Coaching Collaboration

Is ambition something you’re born with or something you can continually grow? Dan Sullivan, Kelly Knight, and Mark O’Donnell show how treating ambition as a capability—powered by action, obstacles, and new doors of opportunity—keeps entrepreneurs excited, expanding their freedom, and avoiding the comfort traps that turn thriving companies into lifeless bureaucracies. Ambition works like a capability: the more you use it by acting on ideas, the bigger and more exciting your future opportunities become.​ Each new door you walk through creates adjacent possibilities, so progress comes from moving forward, not waiting for the perfect option. Guessing & Betting: Guessing is where you think about which opportunity might have the biggest payoff; betting is where you commit resources and take real ownership of the result. Choosing one opportunity automatically rules out others, which is why clear ambition helps you decide what deserves your time and attention.​ Hitting obstacles can be fuel, triggering new goals, fresh action, and a whole series of future opportunities you can’t yet see.​ Many people are biologically wired to chase comfort, which is why retirement often becomes the ultimate form of pain avoidance.​ Entrepreneurs, by contrast, are really driven by freedom—the ability to keep growing, creating, and shaping their own game.​ The feeling that your capabilities are expanding is often reason enough to pursue a new project, independent of external rewards.​ When a business turns into a bureaucracy, entrepreneurs lose interest because their ambition no longer has room to grow.​ Regular thinking time and structured environments that support growth help entrepreneurs stay in motion instead of getting stuck in comfort.   Resources Always More Ambitious by Dan Sullivan Who Not How by Dan Sullivan with Dr. Benjamin Hardy Unique Ability® Thinking About Your Thinking by Dan Sullivan First 100 Days Wanting What You Want by Dan Sullivan My Plan For Living To 156 by Dan Sullivan Time Management Strategies For Entrepreneurs (Effective Strategies Only) The Impact Filter®

What if ambition isn’t about reaching a destination, but a capability you can strengthen forever? Dan, Kelly, and Mark explore how entrepreneurs can shift from scarcity to abundance, compete only with themselves, and build ambition as an endless muscle. Learn why true ambition thrives on collaboration, agency, and a future bigger than your past.

What if your existing business is actually an R&D engine for a second, infinitely scalable company? Dan Sullivan reveals how top entrepreneurs transform their hard-earned solutions into licensable IP.

When an entrepreneur finds themselves confused, afraid, or even paralyzed from taking action, it’s often because of complexity. This is where first principles come in. In this episode, Mark O’Donnell and Kelly Knight of EOS®Worldwide join Strategic Coach® co-founder Dan Sullivan to discuss what first principles are and how you can use them to succeed in any environment.

When something negative happens, we tend to see it as a disappointment or an obstacle. But with the right mindset, you’ll see all of your challenges as opportunities for growth. In this episode, Strategic Coach® co-founder Dan Sullivan and EOS® Worldwide’s Kelly Knight and Mark O’Donnell discuss the Coach thinking tool that allows you to transform any negative experience into a positive one.

In this episode of Strategic Coach and EOS Elevate Entrepreneurs to New Heights, our hosts discuss what keeps entrepreneurs up at night, what hidden issues prevent them from achieving their money goals, and how they can maximize their strengths and clarify their thinking.

Ready to transform your business and life? The Coaching Collaboration podcast combines the best of the Entrepreneurial Operating System (EOS) and Strategic Coach. Each episode delivers actionable tools and insights you can implement right away, empowering you to achieve remarkable growth and personal success.