Andrew Rubin

Andrew Rubin is the founder and CEO of Illumio, the market leader in zero trust segmentation and cybersecurity innovation. Under his leadership, Illumio has grown to a multibillion-dollar valuation while shaping how enterprises contain breaches and protect digital ecosystems. In our conversation, Andrew reflects on the naïveté and optimism that fueled his entrepreneurial journey, the cultural mindset required to sustain innovation at scale, and why resilience and authenticity matter as much as strategy.
Ajay Prakash

Ajay Prakash is the co-founder and CEO of Rinse, a company redefining laundry and dry cleaning through a managed marketplace model built on trust, technology, and consistency. In this conversation, Ajay shares his decade-long journey building Rinse from an idea into a multi-city operation with W2-employed valets, a growing brick-and-mortar presence, and a clear vision for national scale. We explore the lessons learned from scaling a service business, the intentionality behind hiring and culture, and why Ajay believes in playing the long game in both business and in life.