Bradley explores the often isolating journey of entrepreneurship, leading to the name of this topic, “Owner Island.” He shares personal and poignant reflections, inspired by recent life events and interactions with his listeners and clients. The core of his message is a heartfelt acknowledgment of the unique challenges and psychological pressures that business owners face, even when surrounded by supportive teams and communities.
Today, we’ll hear directly from Bradley in this article…
Personal Loss and Discovering Shared Struggles
Recently, my mother lost her 13-year battle with cancer. Her resilience was remarkable, having surpassed the initial prognosis of only four to five years. Her final weeks in hospice care were a profound period for me, not only because of the personal grief but also due to the collective hardships shared by many of his clients and friends during this time. I didn’t realize how many people were experiencing similar personal challenges until I began to share my own.
While I don’t want or need sympathy, I do want to highlight a broader theme: the heavy emotional burdens that entrepreneurs often carry. These burdens are not isolated incidents but a shared experience among many in the business community. Even during my recent quarterly calls with clients, many have opened up about significant personal struggles—health issues, family challenges, financial pressures—while still needing to maintain their roles as leaders and entrepreneurs.
Leadership Can Be Lonely
Despite having a robust support system—a large team, a loving family, and close friends—entrepreneurs can still feel incredibly lonely. I recall recently walking into the office on a Monday morning, being perceived as the confident leader, while questioning my own abilities to succeed. This dichotomy between external perception and internal reality was daunting, and it was a mental game to overcome..
It was my first thought to just “fake it till you make it;” a mentality that many entrepreneurs adopt. But there are times when even the most seasoned business owners feel insecure, uncertain, and overwhelmed. These feelings are rarely shared openly, as the entrepreneurial journey often demands a facade of unwavering confidence and control. Inadvertently, we create our own “Owner Island” because of it.
Finding Common Ground Through Shared Experiences
Even thinking back on conversations with friends and clients who have confided in me about their own tough seasons, it reinforced my belief that the entrepreneurial path is fraught with unique challenges. Those challenges are often misunderstood by those outside the business world. It’s not just about economic fluctuations or team turnover—it’s about the personal trials that entrepreneurs face while still needing to show up and lead effectively.
A pivotal moment for me was receiving an email from Ryan, a long-time podcast listener. Ryan’s message was the catalyst for this episode, highlighting the recurring theme of entrepreneurs experiencing tough times. So, thank you Ryan, for reaching out and sharing.
This sentiment was echoed in the words of Daniel Priestley, a mentor to me, who articulated the relentless psychological pressure that entrepreneurs endure. The inability to simply “switch off” the business mindset, the constant open loops, and the fear of letting people down are all part of the entrepreneurial experience.
I resonate deeply with Priestley’s ideas, particularly the notion that the rewards of entrepreneurship are often all or nothing. There’s a delicate balance between the fear of failure and the desire to create something meaningful. This pressure can be incredibly taxing, especially when combined with personal challenges.
Many entrepreneurs, myself included, find it difficult to share their struggles with non-entrepreneurs. The outward signs of success—a nice house, good schools for the kids, luxury vacations—can create a misleading impression that everything is perfect. This often leads to a reluctance to open up about the real challenges, further isolating the business owner.
Self Care and Moving Forward with Healthy Coping
Following my mother’s passing, I had a period to reflect and decompress. This time was crucial for me to realize the importance of self-care. While self-care looks different for everyone, it is essential for maintaining the ability to lead and support others. For me, this involves physical exercise, healthy eating, and finding ways to manage the emotional toll of entrepreneurship.
Some struggles never fully go away—they are carried with us and shape how we move forward. The key is not to avoid these challenges but to learn how to bear them in a way that allows for growth and resilience. I want to encourage you that you are not alone in your journey and that enduring these tough times can lead to becoming better leaders, business owners, and individuals.
I want to take a moment to say thank you to everyone who listens to the podcast, watches the YouTube channel, or reads the blog. I truly appreciate the loyalty and dedication of our Above The Business community, and our team aims to provide thoughtful, helpful content for your entrepreneurial journeys. While we are all on our own unique paths, we share common experiences and challenges.
Entrepreneurship is not just about building businesses—it’s about personal growth, resilience, and navigating the complexities of life while leading others. I hope my reflections serve as a reminder that even on “Owner Island,” business owners are never truly alone. We are part of a larger community, all striving to become the architects of their own businesses and lives.

The 2 Day MBA – August 6th-7th, 2024
Master your Systems and Processes For Growth
This 2 Day Experience from industry leaders is more practical and valuable than a 2 year degree that “qualifies” you to begin a venture. Join us to get the systems, processes, and insights you need to design a business that supports scale.
Master your Systems and Processes For Growth
The Best Part? This 2 Hour, 2 Day Workshop with Bradley Hamner and other business owners is totally free. Save your seat!
Grow Your Leadership
Bradley has many resources to grow your leadership in the area of vision and priorities. Check out a few of them:
We believe that many people venture into business and entrepreneurship seeking freedom, flexibility, and the potential for higher income. This journey is often inspired by the desire to make money, engage in activities they love, and spend more time with family or hobbies like golf and fishing. However, Bradley, founder of BlueprintOS, acknowledges a common paradox: the very freedom sought can sometimes cause resistance to the structure, processes, and routines that are crucial for success. Keep reading…
In this free WebClass, learn how to design & install an operating system that runs like clockwork. Learn more…
It’s difficult to get to your destination if you aren’t sure where you currently are! After all, the path from Minnesota to Canada is very different than the path from Mexico to Canada. If you aren’t certain where you’re at today in business, you need to take the Rainmaker to Architect assessment. It will gauge your strengths and weaknesses as a leader and in your business. Then, you’ll get detailed, specific suggestions for improvement. Take the assessment here.
MEET YOUR COACH
BRADLEY HAMNER

Bradley is a Business Growth Coach and Value Builder consultant, empowering entrepreneurs to become architects of their own success. He shares his revolutionary BlueprintOS methodology, unlocking businesses’ true potential and driving remarkable achievements.