Family Business Insights

How can family businesses use artificial intelligence (AI) to drive growth, improve efficiency, and prepare for the future? In the recent webinar, “Practical Steps for Family Businesses in the AI Era,” Ryan Frederick of Transform Labs shared actionable strategies for family business leaders looking to move beyond AI experimentation and achieve measurable business results. AI […]

Family businesses have always understood that you don’t just operate in a community, you belong to it. Long before giving back became a corporate trend, family businesses were quietly showing up as neighbors with a genuine stake in the well-being of the people around them. That deep personal sense of responsibility is what sets family […]

Family businesses are built on strong values, deep-rooted traditions and long-term thinking. But history has shown that legacy alone isn’t enough to ensure survival. Businesses that fail to adapt to change risk stagnation – or worse, obsolescence. We’ve all heard stories of once-thriving companies that refused to evolve, only to be overtaken by shifting markets, […]

What if one intentional conversation every quarter could improve accountability, strengthen communication, and help your team achieve better results? In this webinar recording, certified EOS Implementer Becky Fromkes shares proven leadership and management best practices that help leaders create more engaged, accountable, and high-performing teams. Whether you lead a family business, manage employees, or oversee […]

As a leader, you’re often the first one in and the last one out. The weight of your organization’s success feels like constant pressure and that is a heavy burden to carry. But let’s be honest, burnout is a real threat. It’s not just about being tired; it’s about feeling emotionally drained, physically exhausted, and […]

Given the unique advantages of Employee Stock Ownership Plans (ESOPs), it’s not surprising they are increasing in popularity. However, one surprising trend we have observed is an increasing number of owners of family-owned businesses considering an ESOP as an ownership transition tool. The difficulty of transitioning a family business to the next generation is well-documented […]

Look at any standard corporate organizational chart, and you will see a clean, geometric hierarchy of boxes, lines, and titles. It looks orderly. It looks predictable. But anyone who has actually sat in a leadership seat knows that the real day-to-day experience feels less like a clean blueprint and more like driving a vehicle down […]

As healthcare costs rise and employee expectations evolve, employers face growing pressure to balance cost control, compliance, and well-being. These challenges were at the heart of the recent Conway Center webinar featuring USI Insurance Services on the 2026 Employee Benefits Market Outlook. Why the Landscape Is Changing Organizations are moving beyond traditional fully insured health […]

Most leaders quietly carry a dangerous misconception: they believe that a healthy company culture means a conflict-free workplace. The reality is actually the exact opposite. If your organization has zero friction, it usually means people are too comfortable, or worse, they are suffering from “artificial harmony”-smiling in the boardroom while the real, messy decisions happen […]

For more than a century, Chelsea Milling Company has been an enduring presence in American kitchens. Best known for its iconic Jiffy Mix products, the family-owned business has thrived across generations thanks in no small part to the unconventional leadership journey of Howard “Howdy” Holmes. Holmes’ story doesn’t follow the typical path of a family-business […]