The world’s changing faster than ever, and predicting what’s next is tougher than it used to be. But some entrepreneurial truths hold steady. Dan Sullivan and Steven Krein explore how staying ambitious, embracing fresh possibilities, and surrounding yourself with the right people lets you keep setting bigger goals no matter what the future brings.

Show Notes:

New technologies unlock new entrepreneurial capabilities, giving you more ways to grow.

Economic policy shifts, like recent tariffs, signal consumption is now more important than production in the U.S.

The U.S. is the greatest consumer economy in the history of the world.

Over just the last six months, the strength of your consumer base became the new measure of future success.

Predicting the future based only on past trends is getting harder, as possibilities matter more now than probabilities.

Rapid change means it’s a whole new game; fresh opportunities are opening up for the next decade and beyond.

Retiring can create social friction because if you’re working and your friends aren’t, you have less in common to discuss.

Ambition is the opposite of envy.

Surround yourself with other ambitious thinkers; your environment shapes how far you’ll go.​

Resources:

Always More Ambitious by Dan Sullivan

Ambition Scorecard by Dan Sullivan

Unique Ability®

The Structure of Scientific Revolutions by Thomas Kuhn

Bill Of Rights Economy by Dan Sullivan

In the second half of their discussion on ambition, Dan Sullivan and Steve Krein explore how ambition can remain fresh and exciting at every stage of the entrepreneurial journey. They reveal why measuring progress correctly, creatively managing your time, and building personalized systems help you stay motivated, resilient, and focused on a bigger future.

Show Notes:

Ambition means always having a future that feels bigger and more exciting than your past.

The urge to see how far you can really go unlocks an endless cycle of growth and new achievements.

Progress is best measured by looking back at how far you’ve come, not by comparing against some distant, moving target.

Focusing only on what’s next makes it hard to appreciate the real gains you’ve already made.​

Most Strategic Coach® tools are created to solve the feeling of being stuck or falling short.​

Celebrating even small wins keeps momentum strong, and progress doesn’t have to take forever.​

Structuring your time around a handful of priorities, like five tasks over three days, offers creative flexibility and less pressure.​

Every thriving entrepreneur has built their own time system that fits how they work best.​

Working nonstop isn’t a badge of honor; you’re better off building in time for rest and recovery.​

Resources:

The Gap And The Gain by Dan Sullivan with Dr. Benjamin Hardy

The Impact Filter™

Time Management Strategies For Entrepreneurs (Effective Strategies Only)

The Positive Focus®

Primal Intelligence by Angus Fletcher

Always More Ambitious by Dan Sullivan

What if your ambition isn't a finite resource you're destined to deplete? Dan Sullivan introduces a transformative idea that ambition is a muscle that strengthens with use. Learn how to grow this core capability at any age, why contentment and ambition can coexist, and how to build a collaborative environment that fuels your future.

Show Notes:

Ambition is a fundamental capability that enables all other capabilities.

Many people misunderstand ambition, thinking it’s a natural gift (and a finite resource) rather than a muscle to develop.

It requires significant energy to maintain your ambition entirely on your own.

Being surrounded by ambitious people fuels greater ambition and makes big thinking easier.

Contentment and ambition are not opposites; both can be present when personal growth is the focus.

Social norms often discourage ambition after 60, but real impact happens when entrepreneurs defy those expectations.

Transitioning from solo effort to teamwork, then to external collaboration, marks an entrepreneur’s real growth journey.

Strategic Coach® is where already ambitious entrepreneurs become even more ambitious.

Collaborative ambition multiplies results and helps entrepreneurs expand their reach by combining capabilities.

The Strategic Coach community supports entrepreneurs by enabling collaborative, not competitive, growth.

Facing headwinds around ambition is normal; Strategic Coach offers tools to overcome them and extend longevity in business.

Your “here” is always expanding into “there”—ambitious entrepreneurs never settle at a finish line.

Resources:

How To Foster A Longevity Mindset & Reap The Benefits

Who Not How by Dan Sullivan with Dr. Benjamin Hardy

Free Zone Frontier by Dan Sullivan

Unique Ability®