RESOURCES
PODCAST BOOK - SEVEN AT SEA BOOK - KNOCK BLOG FREE MEDIA ABOUT
WORK WITH US
SAILING SPEAKING COACHING MEDIA CONTACT
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 133 – Behind the Scenes: Progress in Real Life

Real growth isn’t a glow-up—it’s a beautiful mess. In this episode, we open up about the transitions, challenges, and quiet wins happening inside our family and business this year. If you’ve been feeling behind, this...
View Episode

Ep 132 – Best of The Bahamas

POV: What it’s like to sail the Exumas, part of the Bahamas’ stunning island chain. If you’re curious whether this style of travel fits you—and want a real sense of what a week sailing out of Nassau is like—this...
View Episode

Ep 131- When You Can't See Your Progress

Progress isn’t always loud. Sometimes it shows up as tiny improvements you barely register: handling stress better, recovering faster, or responding with more patience than the old you. This episode explores how to...
View Episode

Ep 130 - Burnt Out From Giving?

If you’ve spent years giving to everyone else—your kids, your partner, your parents, your job—and now feel emptied out, this episode is for you. You want to give from a place of love, but the burnout is real. In this...
View Episode

Ep 129 - If You're NOT Having Fun...

Think success has to be hard? What if having more fun could actually be the key to living a more intentional, fulfilled life? Too many of us chase purpose while forgetting joy. In this episode, we guide you—our...
View Episode

Ep 128 - We Talked to 1,000 People: Most Frequently Asked Questions about sailing with us

We’ve spoken with over 1,000 people about our sailing trips, and we’ve gathered the questions you ask most. In this episode, we’re answering the updated FAQ based on what we’ve learned from more trips, more locations,...
View Episode

Ep 127 - Courage to Begin

Trying something new always sounds simple… until it’s your turn. Those first steps—whether it’s pressing “send,” showing up, or saying yes—can feel monumental. Because they are. In this episode, we talk about the...
View Episode

Ep 126 - Best of the British Virgin Islands

Our most requested sailing destination is the British Virgin Islands. Today, we’ll share what makes it so special — from secluded snorkeling spots where the fish are the only crowds to playful granite caves — and why...
View Episode

Ep 125 - Life is Short. Legacy is Long.

Life is short—no matter how long you live—and facing that reality can actually help you live with more clarity, love, and purpose. This month, we’ve been confronted with death more than usual—funerals for friends, the...
View Episode

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