Posts tagged business exit

Why Most Family Businesses Struggle in the Second Generation (It’s Almost Never About the Money! )

In a family business, the founding generation typically builds the business on relationships. Then, the second generation tries to run it on systems. The breakdown usually happens when neither generation fully respects what the other one built, and better yet, how they built it.

Trip HolmesJuly 2, 2026business exit, succession planning, family business

Working with Sabre Capital: How We Help Founders Achieve Their Exit Goals

Building a company requires a specific brand of grit, but exiting one requires an entirely different playbook. After years of pouring your identity and resources into a business, the transition from operator to seller is often the most complex challenge a founder will face.

Trip HolmesMarch 31, 2026business exit, succession planning, family business