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July 8, 2025 43 mins

Philip Portman, founder of Textdrip and author of Three Keys to Success, shares his raw journey through entrepreneurship and leadership. At his lowest point—deep in debt, grieving the loss of his dog, and questioning his choices—Philip made a commitment: he would never work for anyone else again. That moment became his turning point.

In this episode, he explains how personal hardship catalyzed business growth, ultimately scaling his startup across six states. Philip lays out the three pillars of his leadership philosophy: written goals, healthy habits, and what he calls “arrogant confidence”—a mindset just bold enough to fuel breakthrough action.

He also digs into the power of SMS marketing, explaining why it delivers stronger engagement than email and how to use it without annoying your audience. His insights on human connection, especially in a world saturated with AI-generated content, emphasize authenticity as a core leadership trait.

Want to learn more about Philip Portman's work? Check out their website at https://philportman.com.

Connect with Philip Portman on LinkedIn at https://www.linkedin.com/in/philportman/.

Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.

Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.

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