Alex Kain’s Road from Standup to Startups and Social Change

Hey everyone! Welcome back to another episode of “My Guest Tonight.” I’m your host, Jeff Revilla, and this week’s episode is a thought-provoking journey into entrepreneurship, philosophy, and changing the world for the better. Our special guest is Alex Kain—an entrepreneur, author, and champion for systemic change, joining us all the way from Melbourne, Australia… or as we joked, “calling in from the future!”

Alex’s career has been nothing short of eclectic. He started out dreaming of a life on stage, even studying acting and comedy, before diving headfirst into the world of business. From odd jobs—including work as a private investigator—to eventually founding successful tech startups, Alex’s unique life experience filters into everything he does. Today, he’s the author of “The Philosophy,” a book—and a movement—designed to spark real change in how we define and cultivate success, empathy, and human connection.

Learn more at:
https://thephilosophy.net/

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In this episode, Alex and I unpack his origin story, his passion for questioning societal systems, and his growing awareness that true success is about more than just personal gain. We discuss how creative pursuits like acting and comedy shape the way we see the world and explore how these perspectives influenced Alex’s entrepreneurial journey.

Most of our conversation centers around rethinking what matters most in life and business. Alex shares the three core pillars of his “Philosophy”—Respect, Empathy, and Gratitude—and how these could transform education, community, and even our global economy if we start valuing them as much as we do productivity and wealth. We talk about the cracks in corporate culture, how current systems often reward the wrong things, and actionable ideas like universal basic income and overhauling what we teach our children to emphasize compassion alongside learning.

We also dig into the power of individual change—how questioning everything and leading with awareness can have a contagious, positive effect. Alex discusses the ripple effect his book and message are starting to have, and how meaningful, sustainable change can start with just one person daring to ask the right questions.

Thank you for listening! If you enjoyed this episode, don’t forget to check the show notes for all the links mentioned, and tune in for more inspiring conversations on “My Guest Tonight.”

Back to our theme song—and we’ll see you next time!

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