Episodes

Entrepreneurs waste a lot of mental energy replaying the past or worrying about what’s still to come. Dan Sullivan and Steve Krein discuss a simple practice for putting your attention back on today: consciously choosing activities that will make tomorrow’s yesterday feel worthwhile, satisfying, and complete. Here’s some of what you’ll learn in this episode: How this mental shift relieves self-imposed pressure. How using this tool feels from the first planning stage. The compounding value of ...

AI is redefining what’s possible for experienced entrepreneurs who are willing to think differently, experiment, and take risks again. Dan Sullivan and Steve Krein explore how AI multiplies both success and dysfunction, why the real edge now belongs to seasoned founders, and how to use AI so your future is bigger than your past. Show Notes: Many successful entrepreneurs start avoiding situations where they could fail, believing they’ve already had all the breakthroughs they need. The real ris...

Entrepreneurs grow fastest when they combine their unique capabilities with the right collaborators—both human and AI—so everyone creates bigger results together instead of working alone. Dan Sullivan and Steve Krein explore how teamwork, technology, and ambition multiply one another in the new era of collaboration. Show Notes: Working with AI can feel highly personal because the tools remember your past thinking and mirror it back to you in powerful ways. Division of labor is still the start...

No one can control the future, but something we can do is make sure we have a great past. Dan Sullivan and Steve Krein discuss how a good life is when you focus on making every day a great yesterday. Show Notes: Entrepreneurs often fall in love with exciting future possibilities and end up pulled in 10 different directions at once. When you commit to creating great yesterdays, you naturally think less about abstract futures and more about the quality of what you’re doing right now. Today is ...

In one of our most popular episodes, Dan Sullivan and Steve Krein reveal why every entrepreneur has something to offer clients, but most attempt to make convincing arguments rather than compelling offers. They explain the differences between the two approaches, how to reframe everything as a compelling offer, and why this step is critical to sell your solutions. Show Notes: A lot of the turmoil that entrepreneurs go through makes up the length of time before they can get to a sale. Entreprene...

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...

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, si...

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 reall...

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 fini...

The importance of intellectual property is undeniable, but not everyone knows as much about their own IP situation as they should. Dan Sullivan and Steve Krein chat with Keegan Caldwell, the founder of an intellectual property law firm, who explains how IP law can benefit entrepreneurs beyond just protecting their creations. Show Notes: An entrepreneur’s mindset is crucial because that’s what determines their behavior. Never fall in love with your creation until check writers fall in love wit...

Why do some companies continually grow while most fail? You need more than a great idea; you need to surround yourself with others who are thinking the same way. Dan Sullivan and Steve Krein discuss the successes of Steve’s unique, collaborative StartUp Health network, the mindsets entrepreneurs need in order to achieve the greatest success, and the things they do that most entrepreneurs won’t even think about. Medical breakthroughs are happening at such a fast rate that the most knowledgeable ...

Innovations in the realm of age reversal are accelerating. Getting physically younger while getting older in years is a real possibility. In this episode, Dan Sullivan and Steve Krein explain the advances, discuss what’s needed for further breakthroughs, and share why age reversal developments are critical for entrepreneurs to be preparing for. Show Notes: Many entrepreneurs retire out of social or societal expectations. Setting a goal that might seem crazy serves as a magnet for what you nee...

Dan Sullivan and Steve Krein delve into the power of the “When Are You Great?” tool, discussing how it serves as a crucial planning aid and a potent marketing resource. Using real-world examples, they explore the implications for crafting compelling offers, narrating impactful stories, and leveraging a marketer’s secret weapon. Show Notes: To figure out what gets talked about, you have to combine everything you’re telling with everything you’re being told. You share when you’re good because y...

In one of our most popular episodes, Steve and Dan revisit why there’s a big difference between convincing someone with an argument and compelling them to take action with an offer. And in the market world where we all live, people don’t want to be convinced—they want to be compelled. Show Notes: A convincing argument is about the speaker, but a compelling offer is about the listener. In the education system, you convince someone with your argument, but it doesn’t get them to take any action....

Dan Sullivan and Steve Krein explore the powerful 4 x 4 Casting Tool™, which can transform how you integrate new team members into your company—and galvanize your current team members to take ownership of their roles. Discover how treating your company like a theater project ensures you have the right people in the right roles for maximum impact. Show Notes: An entrepreneur's primary job is to push things forward, not get stuck in bureaucratic processes. The least productive thing you can say...

Dan Sullivan and Steve Krein discuss the Free Zone Frontier® and the StartUp Health programs. They both believe it’s crucial to have the right people in the room, sharing their experiences and collaborating. Connecting like this with a community of ambitious, calm entrepreneurs makes it possible to experience five years’ progress in three months. Show Notes: What happens backstage is more magical than what’s seen on stage. Gutenberg's invention of the printing press was a revolution that led ...

Ever wondered what the success formula is for top entrepreneurs? Dan Sullivan and Steve Krein discuss “The 25-Year Framework” and how it benefits entrepreneurs by helping them prioritize their biggest goals and measure progress every quarter. They explain how having a quarterly rhythm can be transformational, and provide insights into how to achieve long-term goals, adapt to advancements in technology, and overcome crises in the marketplace. Show Notes: Measuring your past progress and plannin...

Should businesses be focusing more on engaging their customers virtually or in person? Since some customers prefer one and some prefer the other, you’re alienating people if you go too far in either direction. Dan Sullivan and Steven Krein discuss the incursion of digital elements into various aspects of human life and what this has your potential customers feeling—and seeking out. Show Notes: There was an industrial phase where everything old was torn down to build something new. And then the...

For most people, entrepreneurship used to feel out of reach. Now, technology has provided the necessary tools for anyone to start a company that has all the potential to give them freedom. Dan Sullivan and Steven Krein discuss the many invaluable ways AI can be used by business leaders, and how it’s opened doors for dreamers. Show Notes: Entrepreneurism by its very nature creates disruption and inequality. Entrepreneurs like talking to other people who are entrepreneurial about their ideas in...

As of this year, Dan Sullivan has been a business coach for half a century, and Strategic Coach® has been helping entrepreneurs lead their best lives for 35 years. In this episode, Steve Krein and Dan discuss the inaugural CoachCon event that recently took place in Nashville, how the three-day conference came together, and the secrets that made it a resounding success. Show Notes: When people are committing to an event that requires traveling, they give it a lot more thought than they did befo...

Ever been to a concert where everyone sings along to every song? That's the power of community. Dan and Steve explore the emotional side of entrepreneurship, discussing the benefits of building a strong community. It’s an environment of shared language, shared opportunities, and shared experiences where everyone can gain and grow. Show Notes: In any community, shared language and experiences create an environment where people feel more comfortable. When you bring entrepreneurs together, there...

Serial entrepreneur Lior Weinstein returns to the show. Teaming up with Dan and Steve, he shares his systematic approach for tackling business challenges and leveraging AI alongside human capabilities. Three entrepreneurs operating at the top of their game promise valuable takeaways to transform pains into new revenue streams and fuel your success. Show Notes: Every company has a history and constraints they bring along. Good marketing requires empathy. Too many entrepreneurs overthink, over...

Dan Sullivan and Steve Krein welcome Lior Weinstein, a serial entrepreneur who specializes in simplifying complex concepts into actionable steps. Lior shares his background, starting in Israel and moving to the United States, where he expanded his entrepreneurial career after serving in the IDF's Intelligence Corps. Lior's experiences taught him about teamwork, tackling big missions, and winning with small teams. Show Notes: Strategic Coach® clients learn to prioritize being happy first. Focu...

Many entrepreneurs don’t hire well, and those that do mostly dread the activity. Dan Sullivan aims to change that. He explains a mindset shift about hiring differently as entrepreneurs, exploring how thinking of hiring as casting a play creates a new perspective on team building and collaboration. Show Notes: Most entrepreneurs view hiring as a cost rather than an investment. An entrepreneur’s attitude toward hiring shapes the future of their relationship with their team. The notion of casti...