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 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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Ep 61 - DIY vs Who Not How: Finding Balance

Erik and I are trying something new. We started out as scrappy DIY people. We were raised with this noble ethos. We've passed it on to our children. Now, we're trying another approach proposed in Dan Sullivan's book,...
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Ep 60 - Collaborating as a Couple - Writing Our Book

What is the thing that you want to do in your life with the person you care about? What are you afraid of? What is the value of figuring that out? Erik and Emily dive into the rarely shared highs, lows, and surprises...
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Ep 59 - How to Grow the Size of Your Dreams

'Thinking about my dreams seems like a waste of time because I can't do anything about them.'If you've ever said this to yourself, this conversation is for you. We've heard this from clients over and over. Whether...
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Ep 58 - Declare Your Independence

Listen if you want more freedom. In the Orton home, independence is a family value. Like you, we aspire to more independence in all areas of life. Erik and I literally named our son Independence. (Try writing that in...
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