What Could Go Right?

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 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...

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 walk you from first click to casting off. 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,...

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 seven moved aboard an ex-charter fixer-upper catamaran in St. Martin. It's easy to look back and tell a seamless story knowing how it all worked out, but that's not helpful.&nb...

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 that's exciting, unpredictable, a little bit chaotic, and maybe exhausting but   completely worth it as you grow into the wonderful new versio...

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 you're looking for.    Welcome to the What Could Go Right? Podcast. We’re your hosts: Erik Orton and Emily Orton. We talk about personal growth and sailing. I...

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 yourself. That's what we talk about in this episode. Welcome to the What Could Go Right? Podcast. We’re your hosts: Erik Orton and Emily Orton. We talk about personal growth and sail...

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 hosts a top 20 podcast that empowers Christian women to thrive in online business. If you’ve got a big dream on your heart, especially one that feels just out of reach, let Stefanie’s sto...

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 three kids seven years ago.  They are still on the road in Europe.  Today, they speak to your most common fears: cost, remote work, close quarters, da...

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 stop...or at least, cut back on worry. Today you'll learn the process for how to demystify fear of the unknown so you can live and act with clarity and courage.&n...

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 navigate challenges and learn from their experiences. And so much more. Today, we'll talk about three kinds of mentors and key traits you need to get the most benefit from a mentor. Welcom...

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 wonder, 'How did they make the leap from thinking to actually doing?' In this episode, Erik and Emily return to the start to reveal what was really going through their minds and heart...

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 surprise unfolds, we continue to discover Lily is packed with superpowers. Today we're sharing lessons from Lily that have made our lives better. Hopefully, this episode will inspire y...

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 traveling with our kids and the many magical ways kids make travel better.   Welcome to the What Could Go Right? Podcast. We’re your hosts: Erik Orton and Emily Orton. We talk about...

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 apply this concept to curate your calendar, your habits, and every other area of your intentional life. Welcome to the What Could Go Right? Podcast. We’re your hosts: Erik Orton and...

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 2. A major part of our plan to live aboard affordably was to sell our boat afterward   3. I was emotionally attached to our floating home because of how much we grew individually...

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, Who Not How. We're finding 'who' can be more efficient than DIY when it comes to time, energy, money, and even relationships.   Welcome to the What Could Go Right? Podcast. We’re...

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 of collaborating as a couple.  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...

'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 this statement resonates for you or you're just ready to dream bigger, this episode shares a straightforward approach you can start today to grow your vision of what's possible. Welcome...

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 first grade.) Like many people, we've felt stuck. Then, like fireworks on a summer evening, someone shares a story that sparks new possibilities and it feels like freed...

You are wired for growth.  That means, worry is your most constant obstacle. This is why you never overdose on encouragement, inspiration, and fresh stories of triumph and possibility. That's why we've refined the focus of the   What Could Go Right?  podcast. New studio, cleaner audio, and clearer vision. Learn how this focus on  personal growth and  sailing can...

Avoid the most common travel mistake –– packing too much. Especially when it comes to sailing, you don't want to be caught hundreds (or thousands) of miles from home without something you need. But, if it's your first time, you don't really know what you'll need. This can spell big anxiety. We've got your back. We've been refining our packing lists for over a decade. This week we're sharing our mo...

It's graduation season and that means big changes for everyone. When you know what to expect you can be more intentional about this new season. The first step is acknowledging what the changes are and how they affect you. Whether you've launched your last child or your home dynamics are changing in other ways, this episode will help. Welcome to the What Could Go Right? Podcast. We’re your hos...

Will letting go actually allow you to receive a more abundant life? Ridiculously OK author, Y.E. Young says it will. In this episode he tells you how. Join us in exploring the dynamic process of letting go again and again throughout your life. 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 lit...

Sometimes the people who love us the most may inadvertently be the ones who hold us back from reaching our full potential. How do you know when to listen to their concern and when to let it go? How can you share your important decisions without inviting negative feedback? On the other side of the coin, how can you encourage others? All this and more as we dive into episode 53. Welcome to the What...

Stuck. Trapped. Lonely. Searching for something.  If you've ever felt this way, I know you are going to love Lisa Binggeli's true adventure. "I used to count pennies and put groceries back on the shelf."  In 9 years, Lisa went from raising three small kids working as a remote medical biller and selling homemade tortillas on the side to selling over 200 million in real estate. Students of...