Wondering how you should be using AI and what will it mean for the future of your business? While the technology feels new, this kind of moment isn’t. Dan Sullivan and Steve Krein explore how today’s AI wave mirrors past major technology shifts, most notably the dot-com era 30 years ago, and what we can learn from those transitions.

Show Notes:

AI has quickly become impossible to ignore. If you’re not using it at all, you may already be relying on tools that are becoming outdated.

Every major technological boom in history has also come with a bust—and AI will be no different.

At its core, innovation isn’t about inventing something from nothing. Every new creation is simply a new combination of things that already exist.

AI dramatically shortens the distance between vision and execution—often eliminating barriers that once required teams, time, and resources.

AI changes how feedback works. You no longer need as many people—or sometimes any people at all—to test ideas, refine thinking, and move forward.

To use AI effectively, you must be clear about what you want. The tool amplifies intention; it doesn’t replace it.

Of all the goals someone can pursue, making money is one of the most harmless.

It’s unpredictable—and potentially dangerous—when consumers suddenly gain powerful new capabilities.

The faster you make a thoughtful decision about how you’ll engage with AI, the more freedom and leverage you’re likely to gain in return.

Resources:

Thinking About Your Thinking by Dan Sullivan

Superagency: What Could Possibly Go Right With Our AI Future by Reid Hoffman and Greg Beato

Unique Ability®

Free Zone Frontier by Dan Sullivan

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