What Could Go Right?

What Could Go Right?

Hosted by: Erik Orton + Emily Orton

With little experience and even less money, we moved aboard a sailboat in the Caribbean with our five kids. We spent the next year sailing it back to our home in Manhattan. That changed everything. We wrote all about...

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Episodes

Ep 73 - Becoming Grandparents

What's your next big adventure? Erik and Emily are becoming grandparents. Today, they delve into this big transition. Whatever your next adventure you can probably relate to this part of the journey. The part...
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Ep 72 - Not a Scam

Accused of running a sailing scam on Facebook, we tell about the exchange and respond here. We tell all about our sailing trips, what makes them unique, and why our bespoke sailing experience may be exactly what...
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Ep 71 - Treat Yourself Like A Person

If you find yourself saying Yes to everyone except you, you may like this episode. A meaningful life includes vibrant relationships, learning new skills, contributing in your community. You also need to make space for...
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Ep 70 - Getting Clarity with Stefanie Gass

From rock bottom to breakthrough – Stefanie Gass shows how partnering with God can help you overcome career setbacks and bad habits to step into your true calling. Today, she runs a peaceful 7-figure business and...
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Ep 69 - RV, Boat, Van - 7 Years of Travel with the Jackson Family

If you've ever considered a nomadic life, the Jackson family is pulling back the curtain. Whether your dream is the hit the open road or the open ocean, they have been there. Rob and Tracy started traveling with their...
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Ep 68 - Overcoming Fear of the Unknown

One of the most basic fears is fear of the unknown. You don't know what is going to happen so your imagination gets to work creating a negative future outcome. That's called worry. If you want to succeed you've got to...
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Ep 67 - The Mentor Advantage

Why is it so important to have a good mentor? Finding a mentor can fast track your progress and help you achieve your goals more quickly. Mentors can provide guidance, support, and reference material to help you...
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Ep 66 - Getting Started - The First Big Adventure (FAQ)

What were they thinking?! If you want to take a risk but you're not sure what will happen...this one is for you. When someone does the unexpected, unconventional, or intentionally swims upstream, it's only natural to...
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Ep 65 - Lessons from Lily

Lily joined us in the studio for an experimental episode of What Could Go Right? A family is a big adventure. Every child teaches us so many lessons. At six months old, Lily was diagnosed with Down syndrome. As this...
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Ep 64 - What We Love About Traveling With Kids

Just because you hear it over and over again doesn't make it true. People often say, "I want to travel and explore before kids because after kids it will be too hard." Today, Erik and I discuss the reasons we love...
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Ep 63 - Decluttering - Make Space For Your Dream Life

If you've ever felt overwhelmed, this one is for you. One of the biggest lessons we learned living as a family of seven in New York City is: Less is more. Or you could say: Less but better. Today, we share how to...
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Ep 62 - How We Sold Our Sailboat

It is commonly said that the two best days in a boat owner's life are the day you buy your boat and the day you sell your boat. That may or may not be true. We know three things: 1. Most sailboats do not sell quickly...
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