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In this episode, Alistair sits down with Dana Loberg for an inside-out exploration of Silicon Valley — not as mythology, but as lived reality.
Together, they unpack the hidden costs of “making it” inside one of the world’s most competitive ecosystems: the fragmentation of identity, the pressure to perform, and the quiet ways the body signals misalignment long before the mind catches up. Dana shares her journey through entrepreneurship, motherhood, health collapse, and a transformative encounter with ayahuasca that reframed success itself.
This conversation asks a deeper question beneath startup culture and capital allocation: 👉 What if founder wellbeing isn’t separate from performance — but foundational to it?
Guest Bio (Dana Loberg)
Dana Loberg is an entrepreneur, founder, and systems thinker whose work bridges technology, human development, and conscious leadership.
Having built and operated within Silicon Valley’s high-performance culture, Dana brings a rare perspective on the intersection of ambition, identity, embodiment, and transformation. Her journey spans startup leadership, fundraising, motherhood, health challenges, and deep inner work — offering insight into what it means to succeed without losing oneself in the process.
Today, her work explores how emerging technologies, founder wellbeing, and inner development can reshape the future of entrepreneurship and leadership.
Work with Alistair
If this conversation sparked something — a question, a recognition, an edge you're sitting with — that's often where the real work begins.
