Disrupting Your Life & Sailing The World W/ Caspar Craven

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“Deliberately, specifically, and consciously design your life, work out exactly what you want to have in it, then why, and then go make it happen.”
— Caspar Craven

Greetings, SuperFriends!

Today we are joined by Caspar Craven. Caspar is a successful serial entrepreneur, who has 30 years experience in building teams and making things happen. He started at age 14 working in start-up businesses, struggling businesses, high growth businesses, as well as large corporates. He's even built a team on a trophy-winning around the world racing yacht!

But this is not why we had him on the show today. In fact we had him on the show because Caspar, his wife, and their 3 kids had one of the most incredible life experiences and adventures of anyone I've ever heard of – that is, they sailed around the world for 2 straight years, living, working, and homeschooling their kids on a boat.

Crazy, right?

I wanted to talk to Caspar not only about entrepreneurship and teams, but also about lifestyle design, leading a family, and setting up your life, your finances, and your goals so that you can also have this incredible amount of freedom.

But, we went even further than that! We talked about all the different incredible life lessons and experiences that he gained both personally and professionally, as well as his advice for you on how you can create the life of your dreams, even if that is completely off the beaten path.

I always enjoy talking to Caspar and this episode was no exception – I hope you enjoy it as well!

-Jonathan Levi

Every month, we’ll invite top experts to host their own 30-day challenges, solely for the members of this group… Plus, each member will get awesome gear delivered to their home, AND discounts on various of our products! Click on the banner to find out more!

Every month, we’ll invite top experts to host their own 30-day challenges, solely for the members of this group… Plus, each member will get awesome gear delivered to their home, AND discounts on various of our products! Click on the banner to find out more!

In this episode, we discuss:

  • What is Caspar Craven's incredible story? [4:10]
  • How did Caspar's family deal with the seasickness? [6:00]
  • What are some of the locations Caspar and his family visited during their journey? [6:40]
  • How did educating the kids work on the boat? [8:05]
  • Are Caspar's kids reintegrated into the school system now? [9:05]
  • The importance of having a shared vision in all kinds of relationships [10:20]
  • What are some more of the lessons Caspar learned during his journey? [12:45]
  • The similarity between families and businesses [14:30]
  • What was Caspar's business when he was sailing the world? [15:30]
  • How and why did Caspar change focus in his businesses? [16:00]
  • Where do we start with disrupting our own model? [18:45]
  • Connecting with what is important for you [20:00] 
  • What to do when you think you don't have the resources [21:10]
  • What was Caspar's wife working on during their journey? [22:15]
  • How do you run 500 websites from the middle of the Pacific Ocean? [24:30]
  • What are some of Caspar Craven's top SuperHuman hacks for performing at a high level? [27:00]
  • What are some products or services that Caspar can't live without? [29:50]
  • Some books that have impacted Caspar's life [30:45]
  • Some homework for you by Caspar Craven [32:00]
  • How does Caspar approach a new learning challenge? [34:05]
  • What is Caspar working on right now? [36:00]
  • About Caspar's book [37:55]
  • Where can you find more about Caspar Craven? [39:30]
  • Caspar Craven's final takeaway message [40:00]

Resources Mentioned in This Episode:

Favorite Quotes from Caspar Craven:

“In a relationship, you have to create a shared story of the future.”
“In terms of disrupting, we start with the story.”
“We always have a tendency to overestimate what we need.”
“Once you become super-clear on a plan, then you get resourceful.”
“If you have enough reasons to go make something happen and find a way, you will find that way.”

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