In Episode 11 of The Grind Unsubscribed, we sit down with Dean—a sailor whose 50 years of experience on the water have given him more stories than most of us could dream of. From the boats he’s owned, to the faraway places he’s traveled, to the years he spent living aboard with his late wife Gay and their two children, Dean’s life has been shaped by the sea. 🌊⛵️

He shares lessons learned, memories made, and even extends an offer to take Bridget out for her very first sailing experience. More than anything, Dean’s kindness and easygoing spirit shine through, reminding us why the sailing community is so special.

It’s a heartfelt, inspiring conversation with a man who has truly lived life under sail.

Eric starts the episode with a yawn (rude), but maybe Bridget’s just lulling him to sleep with her latest travel tales. Not that this one is boring—Bridget gets kicked out of a campground for the first time ever, proving once again that nobody actually reads the fine print when booking a site.

Eric shares news about his upcoming surgery and how the downtime might be a test run for his own “unsubscribed” future. Meanwhile, back home, Scott’s been jamming with his old bandmates from The Chillbillys at open mic nights—could a reunion be in the works?

Bridget, on the other hand, is reliving her youth by going roller skating for the first time in 39 years at the very rink where she got her first kiss. She also saddles up for horseback riding with her daughter… and quickly learns she’s not destined for a career in barrel racing.

It’s a mix of road stories, small-town nostalgia, and the occasional life lesson—served up with plenty of laughs along the way.

In Part 2 of our conversation with Graham and Cata, we go deeper into what it really takes to live full-time on the water.

From navigating the realities of boat repairs, tight quarters, and unpredictable seas to the freedom and connection they’ve found in this slower, intentional lifestyle, Graham and Cata share more of the heart behind their decision to leave land behind.

If you’ve ever dreamed of starting over or doing life differently, this episode will encourage you to trust the unknown and chase what truly matters.

🎧 Catch up on Part 1 first if you haven’t already!