The Questions I’ve Been Avoiding… Health, Olivia & What Happens Next

The Questions I’ve Been Avoiding… Health, Olivia & What Happens Next

June 22, 2026 · 32 min · Season 1

About this episode

The episode covers personal health updates and answers listener questions about future sailing plans and crew members.

In this episode, I’m answering your questions from Patreon, YouTube members, and the Sailing Doodles app. We start with the big one: my recent health scare, the blood clots and thrombosis, whether it could be connected to my past stroke, how medical care has been overseas, and what recovery might look like from here. Then we get into the questions everyone always wants answered: What’s going on with Olivia? Is she coming back to the boat? What happened with the Brazilian girl? Will Chloe or Sailing Miss Lone Star return? I also talk about the dogs, the future of the new Island Spirit 525e, what the delivery crew thought of the boat, the electrical and solar questions, the damaged old hull, possible cruising plans, the Med, the Pacific, RV travel, Burning Man, and what’s next for Sailing Doodles. Thanks for all the questions, support, and well wishes. It has been a strange and stressful chapter, but I’m doing my best to stay positive and figure out the path forward. Download the Sailing Doodles Crew App on iOS and come join the Crew! https://apps.apple.com/us/app/sailing-doodles-crew/id6760212361 or join our Patreon http://www.patreon.com/sailingdoodles or become a channel member…

People in this episode

Host: Sailing Doodles

Topics covered

Mentioned in this episode

Organizations: Patreon, Sailing Doodles Crew App, Inspired Yachting

Products: Island Spirit 525e

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