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The Unplug Podcast

The Unplug Podcast

Why It's So Hard to Love an Entrepreneur EP #097

The Unplug Podcast · Nov 12, 2026 · 21:16

0:0021:16

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On this episode of The Unplug Podcast, Freeman and John explore one of life's biggest decisions: should you build your wealth before getting married, or is success more meaningful when you build it with someone?

From the fear of marrying the wrong person to the pressure of balancing business, marriage and financial responsibilities, they share their personal experiences and different perspectives on love, money and commitment.

They discuss why some relationships fall apart as people become more successful, whether having the right partner can help you grow financially, and how chasing success can sometimes affect the relationships you're working so hard to provide for.

The conversation also explores loyalty, the importance of choosing a supportive partner, and whether someone who stood by you when you had nothing deserves to share everything you've built.

With honest opinions, relatable experiences and a few funny disagreements, Freeman and John challenge what it really means to build a successful life.

Because success isn't just about how much you achieve. It's also about who you have beside you when you get there.

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Welcome to The Unplug Podcast. Real Conversations. Deeper Thinking.


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