What Could Go Right?

What Could Go Right?

Hosted by: Erik Orton + Emily Orton

Living Boldly On and Off the Water What if the life you want is waiting on the other side of one brave decision? On What Could Go Right? you’ll discover how to face fear, take meaningful risks, and step into deeper...

All Episodes

Episodes

Ep 124 - Compass vs. Map: Navigating Life Without Perfect Plans

You know that feeling when you’re trying to follow a map, but it keeps changing and you’re not sure if you’re going the right way? That’s where values come in—they’re your compass, steady and always guiding you, while...
View Episode

Ep 123 - Anchoring: Stable vs Stuck

Are your anchors keeping you grounded… or holding you back? In this episode, we explore the difference between being anchored in stability or stuck in fear. You'll get life lessons from our own sailing adventures so...
View Episode

Ep 122 - Adventure Right Where You Are

You don’t have to cross an ocean to live with more adventure. In this episode, we share simple, creative ways to break out of your daily routine and spark wonder right where you live. From flipping a coin at every...
View Episode

Ep 121 - Planning Your Private Sailing Trip

esign your dream sailing trip: your people, your destination, your adventure. What if you could choose the destination, curate the guest list, and create a week of laughter and connection at sea? In this episode, we...
View Episode

Ep 120 - 2026 Sailing Schedule

What if 2026 could be the year you stop saying “someday” and finally give yourself the gift of adventure? In this episode, we unveil our new sailing season—spanning the British Virgin Islands, the Abacos and Exumas in...
View Episode

Ep 119 - First Trip To Croatia

Sometimes travel shows us the world is bigger, richer, and more layered than our daily lives let us remember. Croatia did that for us—through pebble beaches, ancient ruins, local cuisine, and connection. This episode...
View Episode

Ep 118 - Adventure for Everyone with Paul and Val Osborne

What does adventure really mean — and how do you make it possible for every member of your family? Paul and Valerie Osborne share how sailing 37,000+ nautical miles with their kids, including their son with Down...
View Episode

Ep 117 - Travelpreneur Christina McEvoy on Adventure and Growth

Ever wonder if you could turn your love of travel into something bigger? In this episode of What Could Go Right?, travelpreneur Christina McEvoy shares how adventure, recovery, and clarity can transform not just your...
View Episode

Ep 116 - The Readiness Myth

If you’ve been waiting to feel ‘ready’ before chasing a dream or making a change, this episode will show you why readiness is built through action—and how to start right where you are. Welcome to the What Could Go...
View Episode

Ep 115 - Navigating Disappointment, Lessons in Resilience

What do you do when something you were counting on doesn’t come through—and you’re left holding all the plans, hopes, and energy you’d already invested? In this episode of What Could Go Right?, we share the emotional...
View Episode

Ep 114 - Croatia Close Up with Jordan + Christinah Mulder

What happens when you put everything in storage, pack up three young kids, and head to Croatia? If you’ve ever dreamed of family travel but wondered how it actually works—especially while juggling remote work—this...
View Episode

Ep 113 - Staying Close When Abilities Change

What happens when the way you’ve always connected with your partner—through activity and adventure—suddenly isn’t possible anymore? In this episode of What Could Go Right?, we explore how to stay close when life...
View Episode