Entrepreneurship & Family: A Balanced Path to Success
July 27, 2023
How Do Entrepreneurs Find Balance Between Career & Family?
Here's My Secret to Balance.
As visionaries and entrepreneurs, we're constantly chasing success, investing significant time and effort in growing our market and revenue. But let's not forget that life is precious and limited. While we strive for success, let's also remember the importance of improving our lives and those of our families. True triumph lies in sharing the rewards with loved ones and creating lifelong bonds with family and friends. So, let's make a proactive effort to spend quality time with them, embark on new ventures together, and create lasting memories that will stay with us forever.
The Importance of Quality Time
We visited Amelia Island in Florida for a traditional family vacation earlier this year. Even though I couldn't fully disconnect from my business, I planned to make the most of our short trip. My main focus was to ensure that my wife felt supported and encouraged to relax just as much as I did. Since I have a great team supporting my businesses, I knew I had to create a similar support system for Brittany and our daughter Evie to fully enjoy our trip. So, I arranged for a nanny at our destination and connected with the hotel concierge service to take care of Brittany and Evie's needs during our stay.
Delegation and Remote Business Management
Everything operated smoothly at my media company and roofing businesses while I was away. We have done the work to put systems, processes, and the right people in place so that I can step away without any disruption to the business. Implementing the EOS principles of vision, people, data, issues, process, and traction has been the key to keeping things on track and measurable, no matter how involved or remote I plan to be.
Nurturing Business Relationships and Personal Bonds
This week, we've been on another trip. We decided to take a family vacation to the New Jersey coast to hang out with my good friend, Joseph Hughes, the founder of Contractor Dynamics. It was a great opportunity for Brittany, Evie, my son Sammy and me to connect with Joe's family, strengthen our business and family bonds, and enjoy quality time together. My day-to-day work with Contractor Dynamics is mostly remote, with occasional in-person conferences and workshops. The events can be pretty fast-paced, but we always make sure to gather as a team. It's so important to stay connected with Joe and his vision for the future of Contractor Dynamics.
As entrepreneurs, the strength of our relationships with our families and those we work closely with is the true measure of success. Meeting Joe's family and introducing mine was an amazing confirmation that I am working alongside an incredible person. Relationships in business are undeniably important. I feel grateful for my friendship with Joe and his family, who graciously welcomed us into their home. Seeing our families interact during this trip with Brittany by my side has been incredibly special. I can't emphasize enough how essential it is to have a supportive partner who believes in your visions and dreams.
As entrepreneurs, the strength of our relationships with our families and those we work closely with is the true measure of success. Meeting Joe's family and introducing mine was an amazing confirmation that I am working alongside an incredible person. Relationships in business are undeniably important. I feel grateful for my friendship with Joe and his family, who graciously welcomed us into their home. Seeing our families interact during this trip with Brittany by my side has been incredibly special. I can't emphasize enough how essential it is to have a supportive partner who believes in your visions and dreams.
My Journey Towards Balance
I've managed to strike a remarkable balance between my work and personal life. While I dedicated part of this trip to nurturing work relationships, I also created precious family memories. As a dad, the pure joy of organizing a day trip to show Sammy the wonders of New York City was absolutely unmatched.
Getting to this point in my journey has taken time and purpose-driven action. Systems, people, and open lines of communication make all of it possible. My companies are in good hands, my family is my top priority, and I'm doing business with like-minded people. Finding that sweet spot called balance is the secret to making it all work.
Getting to this point in my journey has taken time and purpose-driven action. Systems, people, and open lines of communication make all of it possible. My companies are in good hands, my family is my top priority, and I'm doing business with like-minded people. Finding that sweet spot called balance is the secret to making it all work.
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By Benny Fisher
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August 20, 2026
I walked into a leadership meeting with a client's team about a year into working with them. Twelve people around the table. Everyone had a status update. Everyone gave their status update. An hour later, we had a shared understanding of what had already happened and nothing had been decided. That is not a meeting. That is a group status email that required everyone to show up in person. WHAT A REAL LEADERSHIP MEETING DOES There is a version of the weekly leadership meeting that most teams never experience. One where the issues that have been bouncing around in people's heads all week get named out loud, get owned by the right person, and get resolved before they become next week's bigger problem. That version requires three things that most teams skip. First , the issues have to be named honestly, not diplomatically. Diplomatic issue identification produces incomplete lists. What you are actually worried about has to be said in the room, not saved for the parking lot conversation after. Second , they have to be solved at the right level. Most of the time the founder is not the right person. A mature team asks who is actually closest to this problem, and puts the solve there. Third , the priorities have to stay honest. Most leadership teams do not need more ambition. They need fewer things on the list, held with more discipline. When every item is labeled important, people quietly stop believing anything actually is. WHAT CHANGED WHEN THEY CHANGED THE MEETING We rebuilt the format with that client. Same people, same time slot, different structure. A short pulse on the numbers, a review of what moved and what stalled on the real priorities, then time to identify and solve the actual issues, not report on them. Three things happened in the first month. The founder stopped carrying half the company's unresolved issues home over the weekend. The team started solving things without waiting to be told. And the leadership conversations shifted from status reporting to real decision-making. The meeting did not fix the business. It created the conditions for the team to fix the business themselves. THE QUESTION TO BRING TO YOUR NEXT MEETING Before your next leadership meeting, write down the three things you are most worried about in the business right now. Not the agenda items. The real things. Then ask: do these get named and solved in our weekly meeting, or do they stay in my head until they become a crisis? If the answer is your head, the meeting needs to change. A business that still depends on the founder's nervous system to hold its unresolved issues has not yet built a real leadership team. It has built a group that reports to a person. What is sitting in your head right now that belongs in a room with your team? Prepared by Benny Fisher | Visionary Navigator | bennyfisher.com



