Sailing Big Lost · video

What this video covers

Kelly, the social media manager for the sailing channel, details her transition from a high-pressure real estate career in Sun Valley, Idaho, to a full-time cruising lifestyle.4:21 Raised in the Seattle area with early exposure to sailing in the San Juan Islands, she spent her youth as a competitive equestrian before pivoting to a career in real estate development and sales.3:31 During the COVID-19 pandemic, she achieved professional success but struggled with the lack of presence in her children's lives.8:43 A post-pandemic catamaran charter in the USVI served as the catalyst for her and her husband, Connor, to commit to full-time sailing.9:26 The couple is currently in Fort Lauderdale, Florida, awaiting a survey on a Vision 444 catamaran they intend to purchase.0:46 This biographical account outlines the personal motivations and professional background driving the crew's shift toward life at sea.

Boats in this video

More from Sailing Big Lost

We Went Back to the Life We Left Behind… But It Felt DifferentOct 2026We Swam With Humpback Whales… Then Left Our Boat BehindOct 2026We Finally Stopped Rushing… Life Aboard Got QuietSept 2026We Almost Left Tahiti… I’m Glad We StayedSept 2026

From Sailing Big Lost — see the channel’s boat, crew, and every analysed video.

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