“I think it was that intense sense of not belonging and being alone that actually created this beautiful spark of self-reflection.” — Sylvia LePoidevin
Some people inherit a clear sense of who they are. Others have to build it themselves.
In this conversation, Sylvia LePoidevin shares what it was like growing up between worlds. Raised in remote parts of Africa while never fully belonging there or in the United States, she learned early what it meant to live without a clear mirror reflecting identity back to her. What began as loneliness slowly became something else. Curiosity. Intention. Self-authorship.
As a child, she would climb onto the roof alone and write about the kind of person she wanted to become. Calm. Wise. Grounded. Someone who could not be easily shaken. Years later, after becoming a successful startup executive known for helping companies go from zero to one, she began asking a deeper question: Did she become herself naturally, or did she consciously create herself in response to isolation?
What unfolds is a conversation about identity, conditioning, belonging, reinvention, and the quiet self underneath every role we play. Together, Cari and Sylvia explore what happens when there is no script handed to you, and how loneliness can sometimes become the very thing that teaches you how to come home to yourself.
And maybe the deeper truth is this: when no one tells you who you are, you get the rare chance to listen for yourself.
The Treasures in the Trash:
About our Guest:
Sylvia LePoidevin has built marketing from zero four times. As the first marketing hire at FloQast ($1.6B) and Kandji ($850M+), she's helped build companies now worth over $2 billion combined. She turned down two CMO roles at $5B+ companies to make her fourth early-stage bet as CMO at Juno, where they've gone from zero to millions in under six months. Raised in remota Africa before moving to the US alone at 17, she writes "The Zero to One Marketer" on LinkedIn and Substack.
https://www.linkedin.com/in/sylvialepoidevin
https://substack.com/@sylvialepoidevin
About Cari:
Cari Jacobs-Crovetto is an executive and leadership coach and the founder of Brave Directions, where she works with senior leaders and C-suite executives to strengthen interpersonal and team relationships, navigate conflict skillfully, and deepen self-awareness, influence, and confidence.
Before becoming a coach, Cari spent three decades in marketing and product leadership roles across Fortune 100 companies, media networks, consulting firms, and venture-backed startups. In 2019, she was named one of Forbes’ Top 50 Chief Marketing Officers.
Cari brings together decades of operating experience with more than 45 years of Buddhist meditation study and practice, integrating deep inner work with practical leadership development.
She facilitates the renowned Interpersonal Dynamics (“Touchy Feely”) course at Stanford Graduate School of Business where she also coaches grad school students, leads meditation classes and leadership workshops, and hosts the podcast Finding Treasures in the Trash.
Her mantra: Fierce Heart — where compassion meets bold, badass leadership.
https://www.bravedirections.com/
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