In a word: Regularly. In two words: Regularly and Repeatedly. The fact is that OKRs are a feedback process that requires regular practice. Objectives are WHAT is to be achieved. They are qualitative, subjective, and significant. For instance, "increase revenue" or...
Why Family Wealth Transfers Fail (And How To Beat the Odds)
Over decades of work with family business leaders, wealth advisors, and family office professionals, I see the same pattern. Failures result from too much dependence on financial and legal matters. People are emotional. Families are doubly emotional! Right? Think...
The Human + AI Equation: Practical Applications for Families and Small Businesses
March 11, 2025 Adapted from a conversation with Doug Gray, PhD and Israel (Jon) Hillegeist on cutting through AI noise and finding real solutions With so much noise surrounding artificial intelligence these days, it's easy for leaders to feel overwhelmed. Is AI just...
Leading in the Era of AI: Cutting Through the Hype for Real Business Value
Let's get real... By Doug Gray, PhD Artificial intelligence dominates headlines with promises of revolutionary change, so it's easy to feel overwhelmed by the noise. But beneath the hype and buzzwords lies tremendous value that can be applied immediately—particularly...
AI Adoption in Family Business: Balancing Trust and Tech
Summary: In a time of rapid AI acceleration, family business leaders must balance innovation with intergenerational trust. Here are six key risks—from data privacy to ethical forecasting—and practical AI applications already transforming client engagement. Drawing on...
Tribalism: The First Wonder of the World
And why we should talk about it! Yes, the pyramids and Great Wall are significant structures. However, if I were to list the greatest wonders of the world, Tribalism would be #1. Think about it. You and I do whatever we can to protect our loved ones. Their safety is...
Family or Financial:
What interest should go first? Family Capital is defined as durable family harmony and governance. Financial Capital is any investable asset - time, treasure, tithe or truths. I’m not sure which form of capital goes first. But I am sure that values drive...
The Family Business Chaos MYTH
... that ANYONE should avoid A grey-haired patriarch recently told me, “I love my kids and grandkids. But I don’t trust their ability to manage my money when I’m gone. My lawyer tells me that I need to restrict their access. What do you recommend?”...
Business Conflict Myths
... and Succession Facts You know the myth: Business succession is difficult and full of conflicts. The myth is that outrageous Hollywood movies like Succession, The Godfather, Dallas or Dynasty are the norm. The myth is that tax advisors are...
My Interdisciplinary Knowledge Stories
... for better consulting Recently I read Wealth 3.0. and the authors state that interdisciplinary knowledge is one of the key predictors of success for consultants. I agree. After a recent client engagement, my colleague said, “I never would have asked about the...
Crazy Cathy needs your advice!
Imagine that you meet someone like Crazy Cathy. She may not look like this image. IF you had to work with her, now imagine that you had a cheatsheet like the following one… for key behaviors, her preferred communication style, and what NOT to say to her. Behavior...
A Positive Psychologist walked into a bar…
... to savor the possibilities. He stood there for so long that a gigantic security guard said, “You can’t just stand here.” No response. Then the guard said, " If you don’t move along then I’ll have to fine you $100.” Still no response. Then the guard...
The Future of Family Offices: Why Multidisciplinary Teams Are Essential
The Future of Family Offices: Why Multidisciplinary Teams Are Essential The goal of every family office is the same- to serve the financial and capital needs of current and future generations. However, the process is changing. We will always require...