What It Takes to Go From Pro Athlete to Entrepreneur, with Evan Lindsay
Wednesday, September 23, 2026 • Duration 27:05
After seven years in the NHL playing for the Calgary Flames and the Montreal Canadiens, Evan Lindsay retired as a professional athlete and entered the realm of entrepreneurism. Evan shares the story of how he went from the National Hockey League to engaging in successful teamwork he’ll never have to retire from.
Here’s some of what you’ll learn in this episode:
The mindset that’s made Evan both a successful athlete and a successful entrepreneur.
How Evan’s multi-faceted company works with failing gyms.
How Evan’s employment experiences always ended.
The ways in which Evan’s company has grown and continues to expand.
Some of the most useful tools and experiences Evan has gained as a Strategic Coach® member.
Show Notes:
Being a professional athlete at the highest level means you can be coached and you’re good at teamwork. Those are also the two crucial capabilities to being an entrepreneur.
For a lot of professional athletes, their unusual talent was spotted very early in life.
NHL hopefuls are serious professionals before the end of their teen years.
Many professional athletes don’t prepare for the time when their athletic career ends. And then they're thrown out into the world where they don't have the system that’s supported them.
An entrepreneur’s number one job is to improve themselves in relationship to their team members and then to the business they’re in.
If you consult but haven’t actually worked in the field for a while, you’re coming from a space of theory and ideas.
Being familiar with the nuances and details of an industry makes you a lot more effective and proficient at supporting the people around you.
In professional sports, you adapt or you don’t get paid. And whether you’re leading the team or on the bench, you have to be in service of winning.
When you take over failing businesses, you take over something where the identity is the losing business.
You have to come up against hurdles a few times before you realize what doesn’t work.
There’s no finish line for entrepreneurs. Being an entrepreneur is a life sentence.
What Entrepreneurs Can Accomplish With An Open Mind, with Geoff Meyerson
Tuesday, September 1, 2026 • Duration 28:05
What does it take to build a company that grows without depending on you for every decision? In this episode, biotech entrepreneur Geoff Meyerson shares how failure, clear communication, and continual self-investment have helped him build a global business, empower his team, and create greater impact with less effort.
Here’s some of what you’ll learn in this episode:
Why entrepreneurship may be in Geoff’s genes.
How experiencing failure led him to an early breakthrough.
How Geoff discovered he wanted to build a career in biotech.
What he did to unknowingly prepare himself for entrepreneurship.
How he grew his company into a global firm.
Show Notes:
AI has had one of its greatest impacts in medicine, especially in pharmaceuticals and drug development.
Growth-minded entrepreneurs take on the next exciting opportunity, then grow themselves to become more valuable to the team they’re building.
Failure is a natural part of the entrepreneurial cycle that leads to breakthrough.
To move from failure to breakthrough, the entrepreneur leading the company must evolve their role.
One way to make an impact is to donate some of the money you make, but meaningful work can create a more direct impact in your day-to-day life.
When your work is meaningful, you know you’re making a difference even on the days that don’t go well.
Knowing what you want early in your entrepreneurial career is an advantage because the sooner you gain clarity, the sooner you can get there.
How Entrepreneurs Can Publish Books Without It Being A Chore
Wednesday, August 12, 2026 • Duration 08:12
Dan Sullivan used to write books the hard way: long, lonely hours at the keyboard. In this episode, he explains the small‑book production system he created in 2014—focused ideas, a repeatable structure, and an editorial team that lets him produce a new book every quarter—and shows how entrepreneurs can adopt the same approach.
Here’s some of what you’ll learn in this episode:
What first got Dan writing books over 30 years ago.
The commitment he made at 70 to write a different kind of book every quarter.
Why his new book project stalled just four weeks in.
Who the books are for and how they’re meant to be used.
How Dan selects each quarter’s book topic.
Show Notes:
You can choose to write only about ideas your clients have already paid you for and that are proven in the marketplace.
Long-term creative goals, like a book every quarter for 25 years, keep you active, productive, and future-focused.
Advertising taught Dan to write succinctly by getting a complete message across in just a few seconds or inches of space.
Strategic Coach® books are written specifically for Program members and for their associates who may want to join.
Every quarterly book follows the same structure, with eight chapters, an introduction, a conclusion, and a consistent layout.
Short, focused books can reveal which ideas deserve to become bigger, mass market books.
Writing a book entirely on your own is often slow, lonely work that doesn’t suit most entrepreneurs.
Why It’s Worth The Entrepreneurial Risk, with Maria Callahan
Wednesday, July 22, 2026 • Duration 22:07
Maria Callahan owns a tax advisory firm and has redesigned it around entrepreneurial freedom. Here, she shares how shifting from “professional accountant” to “entrepreneur,” pruning wrong-fit clients, and using Strategic Coach® tools helped her build a lean, right‑fit firm where tax season is calm, her time is protected, and the business supports the life she actually wants.
Here’s some of what you’ll learn in this episode:
How boredom led Maria to entrepreneurship.
The risks and sacrifices she made to start her own business.
What first drew Maria into accounting.
Why she enjoys working with taxes and tax planning.
How Strategic Coach has been a pivotal part of her life over the past few years.
Show Notes:
Professional accountants tend to get hardwired to believe there’s only one “right” way to do accounting.
Strategic Coach members recognize how their industry operates, but deliberately design businesses that operate in a way that makes sense for them.
Once you’re credentialed, you can choose to be an entrepreneur whose specialty happens to be accounting.
The joy of entrepreneurship is focusing on what you love doing, what you’re best at, and the clients you love working with.
Not every customer or client is right for you, and accepting that lets you eliminate wrong-fit work and stress from your business.
Sometimes the best move is to stop offering products or services that distract you from what you do exceptionally well.
Real leadership involves making time to think about your business, where it’s going, and who will be on the journey with you.
The Shift That Happens When You Commit To Your Best Work, with Jane Pegg
Thursday, July 2, 2026 • Duration 00:29
Dr. Jane Pegg is a veterinarian specializing in dentistry and oral surgery, and her ambition led her to build an enterprise that includes both a hospital and a school. In this episode, Jane shares how she went from feeling unhappy in traditional jobs to doing only the work she’s best at and loves most.
Here’s some of what you’ll learn in this episode:
How you actually grow as an entrepreneur by designing your own future instead of following a prescribed path.
The number one thing entrepreneurs learn in The Strategic Coach® Program.
Why Jane’s first year in Strategic Coach® was very different from what she expected—and why that turned out to be a good thing.
The most valuable part of The Strategic Coach Program for Jane so far, and how it changed the way she thinks about problems and opportunities.
Show Notes:
Entrepreneurs learn at a very early age that they can’t just follow along; they have to create their own path.
Entrepreneurs create their own futures, and the best ones always see their futures as bigger than their pasts.
Problems are raw material for expanding the usefulness of your business.
If you do something only rarely, you have no ability to become truly proficient or truly exceptional at it.
If you don’t know where you want to get to, it doesn’t matter which way you go.
You won’t get any closer to your next goal by sitting still.
Entrepreneurs need the courage to say, “There’s no other option. This is what we’re doing.”
Not Being Normal Is Your Biggest Advantage, with Andy Howard
Wednesday, June 10, 2026 • Duration 20:21
Andy Howard always knew he didn’t think like everyone else, and school confirmed it. Today, he runs Karuna Impact, a niche property business that converts underused commercial buildings into homes and channels a third of its profits to fight child bed poverty. Discover how Strategic Coach® helped Andy transform discomfort and loss into clarity, confidence, and a powerful freedom of purpose.
Here’s some of what you’ll learn in this episode:
Why Andy’s entrepreneurial mind didn’t fit formal education.
What Andy started doing after school that finally felt energizing.
How a neglected niche in property became a huge growth opportunity.
How Andy has gained confidence and clarity through Strategic Coach.
What sparked Andy’s renewed sense of purpose as an entrepreneur.
Show Notes:
Many successful entrepreneurs don’t thrive in school, so they use their own experience as their real education.
Most coaching programs focus on goals and tactics; Strategic Coach focuses on expanding your freedom.
Freedom isn’t handed to you—you earn it through the entrepreneurial journey.
To be free in any area of life, you first need freedom over your time.
As you grow your personal freedom, you naturally create greater value for others.
For many entrepreneurs, work loses its energy once it feels routine.
Big opportunities often live in niches that most people overlook.
Social impact and company profitability aren’t mutually exclusive; a well-designed business can achieve both.
Find Your Fellow Gritty, Courageous Entrepreneurs, with Eric Hansen
Wednesday, May 20, 2026 • Duration 32:34
Eric Hansen built his business the hard way—decades of grit, risk, and going it alone. But he hit a ceiling he couldn’t break through by himself. In this episode, Eric shares how joining The Strategic Coach® Program helped him multiply his business, reclaim his time, and design a more balanced, purposeful entrepreneurial life.
Here’s some of what you’ll learn in this episode:
Why entrepreneurs talk about completely different things with one another than anyone else in their lives.
The two crucial stages that signal you’re ready to join The Strategic Coach Program.
Why Eric said no to Coach for years—and what finally changed his mind.
The kind of wireless telecommunications company Eric has been growing for nearly three decades.
How Eric has actually gained more free time and freedom as his company has scaled.
Show Notes:
When corporate executives meet, they share wins. When professionals meet, they discuss problems. When entrepreneurs meet, they trade stories about their biggest failures and comebacks.
Entrepreneurs routinely put themselves into situations where they have to grow as people in order to create the solutions they need.
Great entrepreneurs are always acquiring new capabilities, and that continual growth is what builds their confidence.
The most successful entrepreneurs can go through almost any kind of trouble and still find a way to come out stronger on the other side.
In the Strategic Coach® community, you never have to explain yourself because everyone has lived through their own version of the challenges you’re describing.
It’s a powerful advantage for a new entrepreneur to admit they don’t know everything and be open to learning.
The Scary Decisions That Fuel Top Entrepreneurs, with Zack Oliva
Wednesday, April 29, 2026 • Duration 28:36
From the start of his career, Zack Oliva has deliberately moved toward where he sees the next wave of growth. Now co-owner of a national energy law firm, he shares how he makes major career and business decisions, builds a focused niche, and uses entrepreneurial thinking to stay in the right position for long-term expansion.
Here’s some of what you’ll learn in this episode:
Why Zack says he “wasn’t a real person” when he started his firm in 2013.
How focusing on the right people allowed Zack’s company to grow exponentially.
Zack’s attitude toward every person who comes through his organization.
How The Strategic Coach® Program has helped Zack and his business partner grow their company 3-4x.
Why Zack thinks joining Strategic Coach® is one of the best investments you can make in yourself.
Show Notes:
Becoming a professional takes years of study, but becoming an entrepreneur starts with choosing to keep growing beyond your credentials.
Most professionals follow best practices, while entrepreneurs create their own rules and go where the future growth will be.
Entrepreneurs are people who want to grow.
Your personal growth as an owner sets the ceiling for how big and how fast your company can grow.
Choosing a growing niche creates a powerful platform to multiply opportunity.
Casting for roles, not hiring for generic jobs, helps you find A‑players who fit your vision and teamwork standards.
Treating your team members as whole people, not just employees, creates loyalty, creativity, and staying power.
Growing A Business Without Breaking Your Bond, with Kerby Skurat and Cristina Edelstein-Skurat
Wednesday, April 8, 2026 • Duration 33:41
When life partners become business partners, tension can quickly intensify—or multiply everything that matters. With the right tools and mindsets, that partnership can become extraordinary. In this episode, Kerby Skurat and Cristina Edelstein share how Strategic Coach® has helped them build a thriving business and a strong marriage at the same time.
Here’s some of what you’ll learn in this episode:
How life partners Dan Sullivan and Babs Smith co-run Strategic Coach.
What Strategic Coach has helped Cristina and Kerby achieve with their business.
How Cristina and Kerby grew their real estate business into a $10‑million‑a‑year company.
Cristina and Kerby’s core values.
What led Kerby to the decision to shut down a $16-million company.
Why both members of an entrepreneurial couple should attend Strategic Coach workshops.
Show Notes:
Many entrepreneurial couples end up with an almost adversarial business relationship that spills into their personal life.
Unique Ability® gives each partner a clear lane, so “best with best” teamwork becomes possible instead of competitive.
Entrepreneurism usually shows up early in life and quickly becomes a lifelong way of operating.
Choosing the entrepreneurial path means you’ve opted out of the job market and into creating your own game.
Strategic Coach provides the structure, tools, and community that support this unique way of life.
There’s an art to staying in your lane, especially when both partners are strong‑willed and driven.
How A Walk In The Woods Shaped A Life Of Freedom
Wednesday, March 18, 2026 • Duration 06:09
As a six-year-old exploring the woods alone, Dan Sullivan discovered that freedom plus responsibility creates confidence, creativity, and self-trust. In this episode, he connects that childhood experience to the way entrepreneurs grow today—by choosing freedom over fear, embracing intelligent risk, and creating environments where exploration and imagination can thrive.
Here’s some of what you’ll learn in this episode:
The kind of childhood freedom Dan was given to explore on his own.
How that early freedom directly connects to how he created and continually expands The Strategic Coach® Program.
Why it might seem like the world is more dangerous for children than it used to be.
Show Notes:
Giving a child room to explore something a bit risky teaches them to take responsibility for their own safety and choices.
When parents are ruled by fear, they overprotect their children and tightly organize every activity, unintentionally blocking growth.
Constant surveillance and control erode a child’s sense of freedom and make independent decision-making feel dangerous instead of natural.
Being trusted to “go into the woods” on your own is an early version of entrepreneurial freedom: you decide, you act, and you own the consequences.
Making up your own fun in unsupervised environments trains the same imagination entrepreneurs later use to invent offerings, markets, and business models.
Today’s world isn’t objectively more dangerous than it was 75 years ago, but 24/7 media makes rare tragedies feel constant and personal.
Dan’s parents made a conscious decision to tolerate risk in exchange for developing a strong, independent, and confident mind.
Whenever people are involved, challenges, misunderstandings, and things going wrong are inevitable.
Clear, honest, and consistent communication prevents small problems from becoming larger relationship issues.
Investing more time in your team enables the company to grow faster and allows you to accomplish more with less effort.
A Self-Managing Company® gives entrepreneurs the freedom to focus on higher-value opportunities rather than being pulled into day-to-day details.
The more entrepreneurs invest in themselves, the more likely they are to have higher-caliber conversations, relationships, and opportunities.
That parental mindset mirrors great entrepreneurial leadership: you protect against true catastrophe but don’t smother initiative with control.
Overprotective environments create compliant rule followers, while freedom with responsibility creates self-managing value creators.
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