Rollo Insurance
REAL Family Business
What makes a family business great, and why do people prefer them to their corporate alternative? Because people still matter. REAL Family business is hosted by a family business Rollo Insurance. We want to dig into the struggles, and the value of family business. Encouraging entrepreneurship and giving you examples and resources to grow from.
Author
Rollo Insurance
Category
Podcast website
Latest episode
Dec 22, 2025
Where to listen?
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Episodes
The Power of a Quarterly System 22.12.2025 22:10
Consistency and accountability are the keys to growth. We use a quarterly system to keep us aligned on where we want to go and how to get there. Listen in as we give some insight on how this has worked for us.
Organized Chaos - How to have effective business meetings 08.12.2025 23:36
Meetings are where businesses are made or broken. If you dread meetings, or feel that they are useless, then something isn't being done correctly. Good meetings have a clear purpose and aren't a waste of time. This episode we discuss the chaos of meetings and how that can be organized into a powerful tool.
Celebrate Your Wins Now 24.11.2025 23:08
Have you ever reached a long time goal only to feel a bit underwhelmed? That's when you realize that the journey was the best part! This episode we explore the concept of celebrating your wins now along the way to the big goal!
Rollo Rule #7 - Don’t be the problem, fix the problem 10.11.2025 22:48
The Rollo rules are our standards for what we should be. Rule number 7 focuses on making us more proactive in problem solving. It’s easy to complain, but behind every complaint is an opportunity for growth. That is what this rule is meant to capture.
Loyalty: The key to growth 27.10.2025 21:41
Family businesses are founded on loyalty and trust, which is easy between family members. How can you continue to inspire that same loyalty when you begin to grow your team?
The Work Life Balancing Act 09.06.2025 24:46
A family business can be demanding, but we have to keep our priorities in order. How can we keep our business thriving while optimizing our time spent away from work?
People + Purpose = Profit 26.05.2025 21:11
The Rollo Rules are our guiding principles, and in this episode we discuss rule number 6, "People + Purpose = Profit."
Filling the Silent Void 29.04.2025 22:06
In this episode of the Real Family Business Podcast, we discuss the critical role of communication in family businesses. We explore the complexities of internal communication, the importance of managing expectations, and the impact of technology on client interactions. The conversation emphasizes the need for clear, consistent communication to foster relationships and improve business outcomes.
Technology With a Soul 14.04.2025 28:11
Technology is a tool, and can be used for good or bad. This episode Daniel Horn, Jackson Rollo, Jason Rollo, and Josiah Rollo discuss the role of technology in a small business. It can be a great equalizer, but comes with many risks if harnessed poorly. How should you implement tech in your business?
Learning Leaders Over Knowing Leaders 31.03.2025 21:51
As a leader, can you ever be content with what you know? This episode Daniel Horn, Jackson Rollo, Jason Rollo, and Josiah Rollo discuss the process of learning how to improve as leaders. They explore the challenges of complacency in leadership, the necessity of continuous learning, and practical strategies for personal and professional development. The conversation emphasizes the need for humility...
Bigger isn't Always Better: Career Development 17.03.2025 27:21
The push in todays society is to jump jobs 8 times, aiming for a new business bigger than the last. We are here to say that's not always the best. With many things to consider, lets see why family business might be better for you.
Who Cares How You've Always Done It? 03.03.2025 25:44
Rollo Rule 5: The answer is NEVER "Because we've always done it that way." Tradition is important to consider, but repetition without purpose can cause huge problems in a family business.
The Beauty of a Family Business 17.02.2025 24:37
Family is one of the best things in this world, and building something with them can be beautiful, but it always comes with challenges. Let's look at the beauty and difficulty of a family business.
There is no substitute for a REAL vision 03.02.2025 26:12
Vision is critical if you plan for your business to be successful. In this episode we discuss how we have interacted with vision in our business and some tips to implement as well!
Real Family Business - Pilot 30.01.2025 2:44
Check out the pilot to our new podcast, Real Family Business!
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