DiscoverYour Limitless Life68. From Fear to Freedom: How Big Risks Lead to Big Results with Erik & Emily Orton
68. From Fear to Freedom: How Big Risks Lead to Big Results with Erik & Emily Orton

68. From Fear to Freedom: How Big Risks Lead to Big Results with Erik & Emily Orton

Update: 2025-05-28
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Hey Limitless Lifers 🌍⛵

Have you ever felt that deep pull to break free from the ordinary and do something totally different with your life—and business? To take the road (or ocean) less traveled and create a life rooted in purpose, adventure, and meaningful work?

That’s exactly what today’s guests, Emily and Erik Orton, did. They traded in their New York City routine for a life of full-time travel—raising their family while living on a sailboat—and they’ve never looked back. Since then, they’ve built a multifaceted brand that includes sailing adventures, storytelling, speaking, and entrepreneurship… all while staying grounded in their values and joy.

In this episode, we dive into what it really takes to take bold leaps as an entrepreneur and a family. From learning how to navigate the unknown, to finding peace in discomfort, and scaling a business that reflects your lifestyle—not just your skill set—Emily and Erik share it all with so much heart and wisdom.

You’ll hear about:

⚓ How they made the leap – What pushed them to trade normalcy for the open ocean—and how they prepared to take the first step.

⚓ Navigating fear and uncertainty – The mindset shifts that helped them keep going when everything felt unknown, and the role faith and family played in grounding their journey.

⚓ Building a values-aligned business – How they’ve built multiple income streams without compromising their freedom, from publishing their book Seven at Sea to creating hosted sailing experiences and speaking across the country.

⚓ Redefining success – Their refreshingly honest take on ambition, letting go of traditional expectations, and choosing a life of meaning over hustle.

Whether you’re an entrepreneur, a dreamer, or a parent wondering if it’s possible to have both purpose and adventure—this conversation is going to inspire you to think BIGGER.

Guest links:

Links:

Connect With Me:

Quick Episode Summary:

  • 0:00 – Meet Emily & Erik and their leap into the unknown
  • 7:45 – How living on a sailboat shaped their perspective on life & business
  • 14:30 – Why fear is a sign you’re growing
  • 22:00 – Building a brand with purpose (and multiple revenue streams)
  • 31:00 – Advice for anyone wanting to take a bigger risk
  • 40:00 – Final encouragement for adventure-seeking entrepreneurs

🎧 Tune in, take notes, and be ready to rethink what’s possible for your life and business. And if you loved this episode, please leave a review or share it with someone who needs that little nudge toward their next big leap!

 

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68. From Fear to Freedom: How Big Risks Lead to Big Results with Erik & Emily Orton

68. From Fear to Freedom: How Big Risks Lead to Big Results with Erik & Emily Orton