November 22, 2019

After a tragic loss of a friend, Sebastian Terry did some reflecting and asked himself, ‘Am I happy?’. His answer was no. Next, he wrote down a list of 100 things that he always wanted to achieve. Over the past 10 years, checking items off his list has become his full-time job. A few of the things on his list included marrying a stranger in Las Vegas and delivering a baby. What Sebastian realized throughout this process is that he gained the most happiness from helping other people check items off their own list. He’s written a book about his adventure and he’s even been in an TV show. His next goal is to develop a way to scale this concept and create a marketplace for people helping one another.

  • How Sebastian turned a tragic loss into a Why Not Now? moment that sparked purpose in his life and has fueled him for more than a decade.
  • How Sebastian’s list differs a bucket list and why everyone should have one.
  • What happened when he went to marry a stranger in Vegas and they stood him up at the alter. (He still managed to get married!)
  • How Sebastian ended up delivering a baby in Regina, Canada.
  • Sebastian shares his unique thought-process for making big changes like moving across the globe without a plan.
  • Advice Sebastian would give to his younger self.

Follow Sebastian on Twitter & Facebook and his website.

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Show Partners




We are excited to welcome Super Coffee as a Why Not Now? show partner. Super Coffee is fueled with positive energy, from the ingredients they use to their brand promise. Super Coffee removes the negatives like sugar and adds the positives like MCT Oil and Protein so that you can maximize your day. Head to drinksupercoffee.com and enter WHYNOTNOW at checkout for your exclusive 25% discount off all products in their store.


Thank you for the groovy show tunes Rock Salt Music and John Coggins and Richard Grewar. The Why Not Now? Show is edited and produced by Nik @ Big Coconut Media.

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