Hi, I'm Trevor O'Hara

I'm a former tech exec turned entrepreneur. I write & speak about the #nonlinear life & #portfolio careers.

Change & transition is second nature to me. I've lived in 12 countries, worked in 60, & raised $60m for travel & tech for ventures with a combined turnover of >$300m.

Today, I run a portfolio of businesses. I also write and speak about #longevity, the #portfolio career, and the "nonlinear life." More about my portfolio & background.

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Something About "Entrepreneur" Has Been Hiding in Plain Sight

A few days ago I made a discovery about the word "entrepreneur" that really got me thinking about what the journey of life is all about. Remember the last time you had a business idea and you got excited about the journey ahead? We start out with this vision of

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Latest Posts

Resilience is a Myth. 3 Insights For Entrepreneurs Who've Recently Suffered a Setback

I don't know about you, but I'm tired of being "resilient." Just when I thought I was resilienT enough and it was safe to go back into the water, Dr. Fate deals another blow. Whaaat? Again? You know how the saying goes: the only way to deal with uncertainty in

The Power of Optionality

Several years ago, a startup I was running failed. I was so sure of success, I had no backup plan. The stress almost cost me my marriage and my health. I've learned a lot about the power of optionality since then and I'll be writing a lot on this subject.

5 Things We're Missing About Longevity & Living to 100

A few articles on the subject of longevity have got my attention recently. Some of the technology advances for improving healthcare and increasing life expectancy are incredible. Around 100 years ago, people lived to the age of 30 on average. Today, more and more people are reaching their 100th birthday.

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