How to Sail Off into the Sunset

Years ago, I was researching a piece on the Orange Coast College School of Sailing & Seamanship and visited one of its beginning sailing classes. I met Brian, a guy whose plan was to sell everything he owned, buy a boat and sail around the world. Brian told me this as he mis-tied a bowline and failed to properly fold a sail. Brian said he planned to leave in the spring. I labeled him as completely bonkers, really naive and an awesome interview.
Brian also turned out to be infectious. After a