LifePilot: Be the CEO of your life, not just your business!

105. From Rat Race to Greek Island: Why Selling Everything Led to True Wealth and Freedom with Genine Howard


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Sometimes freedom isn’t about adding more, it’s about releasing what no longer serves you.


This week on the LifePilot Podcast, I’m honored to speak with Genine Howard—entrepreneur, mentor, and world traveler—who chose a path most of us only whisper about in quiet moments: she let go of it all. 


The house. The cars. The furniture. One suitcase per person. And with her family, she crossed half the globe to build a new life on a quiet Greek island.


I recently saw a post she made on Instagram that stoped scrolling and got me booking her on my podcast: Genine and her family had sold everything, the house, the cars, the furniture, packed one suitcase each, and moved to the other side of the world.


What began as a simple wish to step off the hamster wheel became a full rebirth of wealth, of purpose, of joy. She learned to navigate visas and unfamiliar streets. 


She sat with culture shock and chose curiosity over fear. She traded certainty for possibility, pausing her business, teaching herself crypto, creating a whole new business and rediscovering what it means to live, not just perform. 


Her story isn’t about escaping. It’s about returning to herself, to her family, to a life that breathes. 


If you’ve ever felt the slow pull of a life that once felt like freedom but now feels like a quiet prison… this conversation is for you. Not to convince you to sell everything. 

But to remind you: you already have the right to imagine something deeper. And sometimes, all it takes is the courage to take the first step, even without a map.


What You'll Learn:

  • Why Genine and her family decided to sell everything and leave Australia for Greece
  • The surprising reality (and synchronicities!) behind their move abroad
  • How taking a business sabbatical led to a whole new path in wealth creation
  • What it takes to homeschool and raise globally minded kids while living abroad
  • How Genine rebuilt her relationship with money, learning to grow wealth instead of just making income
  • Why simplicity, community, and intuition became her new success metrics

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LifePilot: Be the CEO of your life, not just your business!By Natalie Sisson

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