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 79 - Why Be Grateful in Adventure

Welcome to the What Could Go Right? Podcast. We’re your hosts: Erik Orton and Emily Orton. We talk about personal growth and sailing. In 2014, with little experience and less money, we bootstrapped a year on a...
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Ep 78 - Our Top Travel Trips

 "I was wondering what secret tips you would have as someone who travels frequently..." We don't want any of our travel tips to be secret. Today, we share travel tips that have worked for us in 30 countries.   Welcome...
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Ep 77 - The Company You Keep

If you're looking to change your life, one of the most powerful ways to do that is to change your environment. Get in a community that reinforces the identity you want for yourself and learn from them. Who do you want...
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Ep 76 - Sailing in Sardinia

Curious about sailing in Sardinia? Emily had lots of questions about Erik's September/October 2024 trip in Sardinia, Italy. Today, Erik shares the experience from shore to snorkeling to sailing. Welcome to the What...
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Ep 75 - From First Click to Casting Off

What happens – from your perspective – when you click the link to schedule a call about going sailing with us? You may be curious to try living on a sailboat for a week but anxious about hopping on a call. Today, we...
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Ep 74 - T-Minus Friday

What does it actually look like to make the leap from the life you're living to something very different? It is likely something similar to what we experienced 10 years ago when Erik quit his job and our family of...
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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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