• 12/17/26

Inside the Mind of a Serial Entrepreneur.

RICKY REGALADO


Not Enough.

Before the $25 million company. Before the second, third, and fourth business…

There was a question he still hasn’t stopped asking: what’s next?

Meet Ricky Regalado, a serial entrepreneur who built a $25 million company and says it still isn’t enough.

While others would call that the finish line, Ricky sees a starting point. Today he’s building across multiple businesses, always chasing the next opportunity.

Discover what it looks like inside the mind of someone who never stops building, what drives that hunger, and what it costs to keep going.

A story of ambition, restlessness, risk, and the relentless pursuit of more.

Because through carnage, there’s beauty.

Welcome to The Legacy Room.

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From Wall Street to Janitor: The Path to a $20M Business.