Founders Retreat

A powerful reset.

The Olive Hill Founder’s Retreat is a rare opportunity to step back with intention, recalibrate priorities, and regain balance.

Enter a place grounded in nature and intentionally designed to create the spaciousness, stillness, and perspective necessary to reconnect with your own direction - beyond expectations, beyond momentum, and beyond the noise.

Surrounded by the quiet beauty of wine country, Olive Hill Sonoma is a place for reflection and renewal - where founders can step out of intensity, process change, reconnect with purpose, and gain clarity on what comes next.

For many, this moment comes after an exit, a failure, or simply years of sustained performance—when the structure that once drove you no longer provides direction. What’s needed isn’t more momentum, but perspective.

Meaningful change begins by stepping outside the familiar. It requires honest reflection—on priorities, identity, and what success is meant to serve. Olive Hill offers a rare setting for this kind of work.

Each retreat is bespoke and shaped in real time—attuned to your rhythm and nervous system. Movement, meditation, breathwork, massage, coaching, and time in nature are all part of the experience - alongside open, unstructured time; rest; nourishing food; good wine; and meaningful conversation.

Some arrive with a clear question. Others arrive knowing something needs to shift.

The result is a transformative reset - moving from intensity to clarity, reconnecting with what matters, and redefining how you want to live and lead next.

“You must learn one thing. The world was made to be free in.”

—David Whyte