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cover of episode Sailing With Phoenix: “I Quit My Job To Sail The World & Discovered My Purpose” - Here’s The Secret To Finding Yours

Sailing With Phoenix: “I Quit My Job To Sail The World & Discovered My Purpose” - Here’s The Secret To Finding Yours

2025/6/18
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The School of Greatness

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Oliver Widger
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Oliver Widger:我原本在一家轮胎店做着一份普通的 корпоратив的工作,但一次体检结果显示我的脊椎年龄已经超过120岁,这让我开始反思人生的意义。我意识到自己不应该把时间浪费在不喜欢的工作上,于是我决定辞职,变卖所有家产,买一艘帆船,然后环游世界。虽然这个决定看起来很疯狂,但我相信只要有决心,任何人都可以实现看似不可能的梦想。我希望通过我的经历,激励更多的人勇敢地追求自己的人生目标,不要害怕失败,因为重要的是过程,而不是结果。

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Oliver Widger, our guest, received a life-altering spine diagnosis at 29, prompting a period of self-doubt and partying. This challenging experience led him to post a viral video expressing his dissatisfaction with his corporate job, ultimately changing the trajectory of his life.
  • Oliver was diagnosed with a spine condition akin to that of a 120-year-old.
  • He unexpectedly went viral after posting a video expressing his hatred for his corporate job.
  • The video prompted him to quit his job and pursue his dreams of sailing around the world.

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What happens when a spine diagnosis worse than you can imagine forces you to confront your mortality at 29? Oliver Widger went from working a corporate job he hated to sailing solo across the Pacific Ocean with nothing but his cat Phoenix and an unshakeable belief in chasing impossible dreams. After learning he had the spine of someone over 120 years old, Oliver spiraled through three years of partying and self-doubt before accidentally posting a video of himself in his work uniform declaring he "absolutely hated this life" - a mistake that changed everything when it went to all his bosses. Now weeks into a solo voyage from Oregon to Hawaii, Oliver has gained nearly a million followers while proving that the most below-average person can achieve extraordinary things through pure determination. This conversation reveals how facing your mortality can become the greatest gift, why crossing the point of no return is the only way to truly live, and how anyone brave enough to spin a globe and jump can transform their biggest fears into their greatest adventures.

Oliver's TikTok)

Oliver's Instagram)

In this episode you will learn:

  • How a devastating spine diagnosis became the catalyst for the greatest adventure of Oliver's life
  • Why accidentally posting your breakdown video to your bosses might be the best mistake you ever make
  • The simple strategy Oliver used to overcome overwhelming self-doubt: solve only the problem directly in front of you
  • How to find your purpose by asking yourself one ridiculous question: what crazy thing do you actually want to do?
  • Why becoming completely comfortable with dying poor is the secret to unlimited freedom

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More SOG episodes we think you’ll love:

Pat Flynn  – greatness.lnk.to/1777SC)

Muniba Mazari – greatness.lnk.to/1684SC)

Mark Manson – greatness.lnk.to/1750SC)

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