Can you spot entrepreneurial traits in yourself or in your children? In this episode, Dan Sullivan reveals the telltale signs of a true entrepreneur, from early money-making initiatives to a deep craving for freedom. Learn why credentials pale in comparison to creative shortcuts and why results (not methods) are what set entrepreneurs apart in every stage of life and business.

Here’s some of what you’ll learn in this episode:

• How the entrepreneurial spirit and mindset shows up in children.
• Why entrepreneurs can’t work for someone else.
• How entrepreneurs’ priorities set them apart from most people.
• How entrepreneurs approach education with a unique perspective.

Show Notes:

Many entrepreneurs show entrepreneurial instincts as early as age 10 or even younger.

A key early sign is wanting to control your own money-making, even before adulthood.

Entrepreneurs often find working for others unfulfilling once they realize their earning potential is directly tied to their ambitions.

The money an entrepreneur makes is just a function of their ambitions, skills, and usefulness.

There’s no single personality type or special skill that makes someone an entrepreneur.

Freedom is always more important to entrepreneurs than security.

The true reward for entrepreneurism isn’t money itself but the freedom it provides.

It’s commonly believed that advanced degrees or credentials are needed for business, but many entrepreneurs prove otherwise.

Entrepreneurs are always creating shortcuts for themselves and getting paid for creating shortcuts for others.

Entrepreneurs live in a world where the only thing that matters is results, not the methods used to achieve them.

Resources:

The 4 Freedoms That Motivate Successful Entrepreneurs

Kolbe A™ Index

Do you see adversity as fuel for your biggest ambitions or as an obstacle to overcome? In this episode, Jacob Emery reveals how authentic community, powerful partnerships, and daily habits transformed his journey from chaos to high achievement. Discover how Strategic Coach® sparked his shift from misfit to visionary—so you can unlock your own greatness too.

Here’s some of what you’ll learn in this episode:

• How Jacob moved from chaos to clarity.
• Jacob’s challenges growing up and overcoming not fitting in.
• How Strategic Coach helped Jacob merge his two passions.
• Why Strategic Coach attracts entrepreneurs with a growth mindset.
• How Strategic Coach helps build profound confidence.
• The ingredients of a great partnership.

Show Notes:

Great entrepreneurs embrace their misfit qualities to stand out and succeed.

At Strategic Coach, you’re free to be your whole self—authenticity comes first.

Everyone at Strategic Coach is open, honest, and genuinely committed to growth.

Entrepreneurs in The Strategic Coach® Program don’t fit into standard boxes; they create their own path.

You have the power to change your environment.

You can expedite your journey and that of your team members through partnership.

Sometimes, a single win can reshape who you are and what you believe is possible.

Achieving a big goal often reveals an even greater level to aspire to.

When facing a new project, focus on finding the person who would excel at—and truly enjoy—doing it rather than worrying about how to do it yourself.

When you understand what a perfect day looks like, then you understand what you actually want out of life.

Whatever you focus on, positive or negative, will grow.

Strategic Coach allows you to see exactly where you are in your entrepreneurial journey.

Your journey speeds up when you make the most of teamwork.

Living with intention, gratitude, and daily standards builds lasting momentum.

Resources:

The Iron & Infrastructure Podcast

Who Not How by Dan Sullivan with Dr. Benjamin Hardy

Kolbe A™ Index

The 4 Freedoms That Motivate Successful Entrepreneurs

The Entrepreneur's Guide To Time Management

Thinking About Your Thinking by Dan Sullivan

The Impact Filter™

More about Jacob Emery

What separates entrepreneurs who collapse under pressure from those who come back stronger? Sasha Tripp—a real estate entrepreneur who survived financial disaster, market crashes, and personal crises—shares how she transformed adversity into her greatest breakthrough. Discover the mindset shifts that helped her lead with resilience and rebuild her business, and how Strategic Coach® gave her the tools to turn chaos into clarity.

Here’s some of what you’ll learn in this episode:

• What made Sasha realize that she had to either improve her skill set or get into sales.
• Why the sky’s the limit in real estate if you have the right work ethic.
• Why Sasha thinks she might never be employable again.
• How Sasha’s entrepreneurial path and her Strategic Coach journey have always overlapped.
• The hardest thing Sasha has ever had to go through.

Show Notes:

True entrepreneurship is tested in the valleys, not just the peaks.

You can’t tell if someone's a really great entrepreneur in the best of times because they have a lot of supports in place.

The 4 C’s Formula®—Commitment, Courage, Capability, and Confidence—is the foundation of overcoming any challenge.

It requires courage and commitment to gain new capabilities and confidence.

Confidence feels good. Courage feels lousy.

If there are going to be problems in the marketplace, residential real estate is where it shows up first.

When everything falls apart, your mindset determines whether you rebuild or retreat.

Entrepreneurship isn’t about avoiding risk; it’s about managing fear while moving forward.

Entrepreneurs have the freedom to pivot and change when it makes the most sense to do so.

If you don’t have the answer yet, it might be that you haven’t thought of the right question.

Strategic Coach isn’t about tactics; it’s about training yourself to ask better questions.

Strategic Coach is a community of unbiased people you can talk to about your challenges.

You can want what you want. You don’t have to justify it.

Your business should fit your life, not the other way around.

The fastest way to grow isn’t working harder, it’s thinking differently.

Resources:

The 4 C’s Formula by Dan Sullivan

10x Is Easier Than 2x by Dan Sullivan with Dr. Benjamin Hardy

Who Not How by Dan Sullivan with Dr. Benjamin Hardy

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

The Positive Focus®