Founders Retreat

There comes a moment – during the build, or after the exit – when success no longer answers the deeper questions:

What now.

What matters.

What’s next.

Enter a place removed from the familiar, 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 10-acre sanctuary located one hour north of San Francisco, surrounded by olives and vineyard views. An earthy, elegant private estate offering a powerful setting to reset, realign, and return to your deeper self.

A place for thoughtful dialogue, reflection, and renewal - where founders can process change, reconnect with purpose, and listen for what’s next.

Real change doesn’t come from staying in the same environment. It asks for distance, perspective, and the space to see clearly.

Each retreat is thoughtfully structured yet open — integrating movement, breathwork, meditation, massage, coaching, and time outdoors, alongside the simplest and often most powerful rejuvenators: rest, nourishing food, great wine, and meaningful conversation.

Each experience is bespoke, private, considered and discreet.

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

Sweet Darkness by David Whyte

Close-up of olives on a tree branch

Inquire about a wellness experience at Olive Hill.

Tall grasses against a gray background, with some foliage visible on the left.