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The Sailing Doodles Podcast · video

From Living in Nigeria to Living on a Yacht, My Story

1 October 2025 · 50 min · 152K views

What this video covers

Bobby, host of the Sailing Doodles channel, transitioned from a career as a commercial pilot to full-time sailing and content creation after years of international travel. His early sailing experience began on a Sunfish at Lake Tawakonee in East Texas, followed by formal training through the Boy Scouts and later with Island Spirit.1:02 After working as a corporate pilot for a Nigerian oil company and flying for Fly Dubai, he sought a lifestyle change. In 2017, he partnered with Island Spirit to earn his Yachtmaster Offshore rating and deliver a boat from Vancouver.42:16 His subsequent sailing career included a transit around Cape Hatteras, where a transmission fire on his vessel led to a $90,000 repair estimate and the eventual sale of the boat.47:19 He later purchased a motor yacht in Puerto Rico and spent time cruising the Caribbean.47:37 His journey involved various crew members and partners before shifting to his current solo sailing format.48:10

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