About

Hi, I’m Andrea Carpenter—Your Next Gen Friend and President of The Transition Strategists. I work with family-owned and privately held businesses navigating the deeply human side of transition: succession, identity, relationships, and the next adventure.

As a facilitator, I bring structure and soul. I’ve led hundreds of conversations where the future of a business—and a family—was at stake. I’ve seen how transition done right doesn’t just preserve a legacy; it becomes a launchpad for what’s next. I use frameworks like the Transition Compass™, the Entrepreneurial Flight™, and the Metamorphosis Model to help owners and successors alike define their roles, timelines, and shared vision.

My sweet spot? Guiding multigenerational families and their teams through workshops and retreats that create alignment, uncover unspoken fears, and build readiness—so no one gets left behind in the process of change.

Whether you’re an owner preparing to step back, a rising leader stepping in, or an advisor supporting them both, I bring grounded guidance, real tools, and a warm, people-first approach.

Let’s make the future less overwhelming—and way more intentional.