
2025 Global Philanthropy Environment Index: Caribbean
Sharilyn Hale was the Caribbean region editor for the The 2025 Global Philanthropy Environment Index: Caribbean Regional Report.

Sharilyn Hale was the Caribbean region editor for the The 2025 Global Philanthropy Environment Index: Caribbean Regional Report.

We are proud to share recent insights from Dr. Sharilyn Hale, a valued advisor at our firm, who recently co-authored a compelling article for Canadian Family Offices. In the piece, titled “Mind the gap: Philanthropy and Canada’s high-net-worth data deficit,” Sharilyn and co-author Keith Sjögren shed light on a critical blind spot within Canada’s charitable sector: the glaring lack of data surrounding high-net-worth (HNW) philanthropists.

In this episode of the LGA Lighthouse podcast, host Tim Yeung kicks off a two-part conversation with family enterprise pioneers and LGA co-founders Ivan Lansberg and Kelin Gersick. They explore the practical power of conceptual models—not as academic concepts, but as essential tools for helping families make sense of the deep complexity inherent in multi-generational businesses.

Before establishing a family foundation for the purpose of collective giving, it is imperative that families consider their ability to find common purpose and work together productively. A collective approach to giving should build on a foundation of social capital, rather than be a driving tool to create it.

In this episode of the LGA Lighthouse podcast, host Tim Yeung interviews Dr. Alex
Auerbach, a performance psychologist who has worked with elite professional athletes and
high-performing individuals. Alex shares powerful insights on how the principles of peak
performance psychology can be applied to family enterprises to foster long-term success.

In a family business, conflict is often perceived as a threat to the family’s very core. When siblings disagree, or when parents and children argue about the business, the stakes go far beyond strategy or finances. The deeper fear is that the relationship itself may crack. The possibility that a disagreement could damage the family creates real, often overwhelming anxiety. It can feel like there’s no safe way forward.

Sometimes, the most dangerous moments in the life of a family business are actually the quiet ones. The moments where everyone is smiling around the holiday table, but beneath the surface, unspoken tension simmers. We tend to think that silence is a sign of harmony, but when it stems from the fear of raising explosive topics, it is not harmony, it is a ticking clock.

I tried to watch the award-winning HBO series on numerous occasions, stopping repeatedly, not because it wasn’t brilliant, but because it was brutal. The cynicism, humiliation, and constant power games felt too extreme. For anyone working closely with multi-generational family enterprises, this world of perpetual chaos and zero-sum power felt not only far removed from our reality, but was also a painful mirror reflecting everything that causes a family enterprise to fail.

In this episode of the LGA Lighthouse podcast, host Tim Yeung interviews Ashley Blanchard, a Partner at LGA and an expert in family philanthropy. Drawing on her co-authored study with Wendy Ulaszek for the National Center for Family Philanthropy, Ashley shares insights on how families can successfully engage the next generation, balance individual interests with collective purpose, and navigate the journey of professionalizing their philanthropic efforts.

Envisioning the family enterprise as a tree allows us to better understand the practical hierarchy at play: the roots represent the foundational family dynamics, the strong trunk embodies the ownership structure, and the expansive canopy symbolizes the diverse business ventures. This visual framework brings new clarity to the dynamic interplay of roles, responsibilities, and priorities across all facets of the family’s enterprise.