The Newcomers
The Newcomers Podcast
E54: Tobi Oluwole is living life on his terms
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E54: Tobi Oluwole is living life on his terms

"The best things in life are reserved for those who try again."

If there’s one person that exemplifies that statement, it’s Tobi Oluwole.

Tobi immigrated to Canada against his will. As the first-born in a Nigerian home, he had to grow up quickly. This meant moving on after his dream of being a footballer didn’t work out.

Yes, Tobi the employability and communications coach once went on trials at Chelsea Football Club and West Ham United FC.

This meant quickly figuring out a way to live the life he’s always wanted to live.

And oh, I think he’s figured it all out.

Tobi joined me on The Newcomers Podcast to chat about his move to Canada. We also chatted about:

  • Why he’s relocated to France

  • How to break out of societal conditioning

  • Trying out as a footballer in London. I also share a crazy football trials story of mine I rarely talk about.

  • His secret for hitting the ground running when he moves to a new country.

Here’s my biggest takeaway from this episode with Tobi: In life you get unlimited tries. As an immigrant, this is an important heuristic to adopt.

Keep going my friend, you’ve got this.

If you’ve gotten this far, you should probably subscribe.


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