WORK WITH ME

I'm an ocean dweller living in a seaside down just outside of Boston.  I live for rainy days, vintage dresses, and the perfect full-fat cappuccino. You’ll catch me cold plunging year-round with girlfriends, chasing my sons around, or on date night with my husband, Tom.  I'm a serial entrepreneur and use work as a vehicle to do good.  If I'm lucky I'm in bed by 9, book in hand, recharging for whatever magic (or mayhem) tomorrow brings.

I'm an ocean dweller living in a seaside town just outside of Boston. I live for a season change, vintage dresses, and the perfect full-fat cappuccino. You’ll catch me cold plunging year-round with girlfriends, chasing my sons around, or on date night with my husband. I'm a serial entrepreneur who uses work as a vehicle for good. If I'm lucky I'm in bed by 9, book in hand, recharging for whatever magic (or mayhem) tomorrow brings.

Wife, boy mom to two,
lover of rainy days, anti-hustle enthusiast

Wife, boy mom to two,
lover of rainy days,
anti-hustle enthusiast

A BIT ABOUT ME



For over a decade and a half, I owned a thriving brick-and-mortar shop, Olives & Grace, where I partnered with hundreds of female founders. I saw firsthand the power of their creativity and resilience—and the challenges they faced trying to balance it all. It shaped the way I work and live today, showing me that success isn’t just about hitting milestones; it’s about creating something that fuels you while leaving space for what matters most.

These days, I’m navigating my own season of life with more vitality and presence, committed to showing up fully—both for my family and the communities I serve. I love to work hard, but not at the expense of what truly lights me up. That’s why I’ve traded the grind for a life that feels purposeful and aligned, where being a present mother and fostering deeper relationships take priority.

These days, I’m figuring it out as I go—letting my career evolve as I do, and refusing to cling too tightly to any one label. What matters is that my values stay unshakable, my purpose stays sharp, and integrity is non-negotiable in everything I touch. My promise to myself is to stay curious, stay healthy, and never stop growing. The goal isn’t perfection, (or external validation)—it’s showing up as myself, expanding, and serving with gratitude. 

Everything I’ve done—
every pivot, every project—comes back to one thing: community

Photographing your moments in San Francisco, California

Sofi Madison