After decades in tech, Mark McClain reveals the myth of the young founder and how his unprecedented journey—venture capital, private equity, two IPOs—taught him what matters. "The tiny overlap of people who share your worldview and have relevant business experience is super valuable," McClain insists, challenging entrepreneurs to find their community before success isolates them. His SailPoint story proves that true entrepreneurship isn't about age, but finding the right coaching, community, and courage at any stage.