Category: Insights
What Happens When Cousins Inherit Together
Christina Wing writes in The Wall Street Journal about why shared inheritances often break down at the cousin generation, and what families can do to prepare.
Why We Stay Quiet at Work
Christina Wing spoke with careers columnist Vicki Salemi about the fears that keep people quiet at work and how to get past them.
Why Hard Conversations Need to Happen in Person
In a new piece for The Boston Globe Magazine, Christina Wing explains why some conversations still need to happen face-to-face, and why that matters even more for Gen Z in...
The Conversations That Protect a Family Enterprise
Christina Wing shares lessons from her book, Unspeakable, on how family enterprises can talk about succession, inheritance, and career expectations while there’s still time to do it well.
Starting the Money Conversation Before the Bill Arrives
Wingspan Founder Christina Wing tells The New York Times why families should start talking about car insurance early, and why the handoff should be "about readiness, not age.
Christina Wing Talks Unspeakable on Travis Makes Money
Christina Wing talks with Travis Chappell about building trust through relationships, preparing for difficult conversations, and the ideas behind her new book, Unspeakable.
Why Talented Family Members Say “No”
Most advice about sibling fairness starts with managing rivalry. The more expensive problem is the talented family member who looks at unclear roles and inconsistent standards and builds a career...
Before the Check Clears: Setting Terms for Funding Inside the Family
Setting terms when you fund a family member can feel cold, so families often skip it. But terms protect the person who took the money more than anyone else. A...
After the Handoff: Where Does the Entrepreneurial Energy Go?
The instinct that built the business doesn't retire when the founder does. A look at where entrepreneurial energy goes after the handoff, and how families can give it somewhere productive...
