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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...

All Episodes

Episodes

Ep 106 - Steady Swiss Pace

Do you ever feel like your goals are sprinting ahead while you're just trying to catch your breath? This episode is your reminder: you don’t have to hustle harder—you can pace yourself forward. Inspired by the Swiss...
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Ep 104 - "Garbage is Not My Passion"

Taking out the garbage isn’t anyone’s passion — just ask my daughter Lily. We're diving into what to do when your passion doesn’t match the task at hand, but it still needs to get done. If you’ve ever struggled with...
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Ep 105 - From Cubicle to the Alps - Wild Career Pivot with Nicki Preece

Feeling stuck in your routine? You don’t have to stay there. In this episode, discover how Nicki Preece traded her desk job for guiding hiking adventures in the Swiss Alps — and how you can take bold steps to design a...
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Ep 103 - Our Top 10 Most Popular Episodes

To celebrate two years of What Could Go Right?, Erik and Emily Orton count down their top 10 most popular episodes. From reverse-engineering relationship goals to chasing dreams with kids in tow, they revisit listener...
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Ep 102 - Beyond the Booze Cruise

If you’ve ever felt like sailing wasn’t for you because of the drinking culture—or if you’re simply curious about how alcohol-free adventures can go deeper—this episode is for you. You won't get judged for enjoying a...
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Ep 101 - Marriage, Work & Love with Steve & Donna Kuhr

Steve and Donna run a high-volume, precision manufacturing company. If you have ever been grateful for airbags in your car, some of their 300+ employees make those parts for your car. Do you want to know how they stay...
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Ep 100 - A Time to Mourn

🎉 It’s our 100th episode — and we’re celebrating with honesty. If you're navigating a season of change—where joy and sadness sit side by side—this episode is for you. Erik and Emily Orton gently guide you through the...
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Ep 99 - Flexibility Over Frustration

If there’s one thing sailing has taught us, it’s this: the wind doesn’t always do what you expect. And honestly? That’s where the good stuff lives. In this episode, Erik and I talk about the role of flexibility—not...
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Ep 98 - Why Italy Now

If Italy’s been calling you, this might be your last chance to answer. In this personal episode, Erik and Emily share the soul behind their upcoming sailing trip from Naples to Sorrento, Salerno, and Capri –woven with...
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Ep 97 - Then vs Now (Our Sailing Journey)

⭐⭐⭐⭐⭐ Rate. Review. Subscribe.   Resources: Try Sailing for a Week:  Perfect for rookies who want to test drive the live-aboard dream. Yes, we let you drive the boat. Relax, explore, and get as much/little sailing...
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Ep 96 - How to Grow Your Confidence

Real confidence—the kind that sticks—isn’t handed out like a participation ribbon. It’s earned through doing hard things. Stretching past what’s comfortable, and realizing, Whoa. I just did that. What else can I do?...
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Ep 95 - Spring Cleaning - How to Reset Yourself

Ever feel like you need a reset button for your life? As the seasons shift, so can we. In this episode, Erik and Emily Orton dive into the magic of a spring reset—a chance to clear out mental clutter, shift your...
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