Latest Sail Loot Articles

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  Sail Loot Podcast 044: Sail Libra with Captain Ryan

  Captain Ryan found a way to make money by offering sailing charters in Orange Beach, AL 9.5 years ago on his Irwin 37, SailOB, and by forming Orange Beach Sailing...

  • January 13, 2017
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  Sail Loot Podcast 043: Jason and Kim Ellis Putting Mimzy Into Charter

  Jason and Kim Ellis have had this lifelong dream of sailing around the world for a while, but they also want to make sure that it’s the right time...

  • January 6, 2017
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  Sail Loot Podcast 042: Wiley Sharp, Part 2 – Owning and Operating a Virgin Islands Sailing Charter

  I have now met Wiley Sharp and he’s a great guy. We flew into St. Thomas to start our week long sailing vacation on Saturday and decided to stay...

  • November 11, 2016
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  Sail Loot Podcast 041: The Money Side of a Virgin Islands Sailing Charter with Wiley Sharp

  I’ve had several people email me and ask about owning and operating a sailboat charter. I found Steve and Chrissy Solonynko via their Knot Anchored blog and realized that...

  • November 4, 2016
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  Sail Loot Podcast 040: Avoiding Mondays by Setting Sail with Monday Never

  Will and Cat share a story that has never been dull. On the one hand, you can make it sound like they were the typical couple with masters degrees...

  • September 8, 2016
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  Sail Loot Podcast 039: Kamau Iandiataiyero Saving Sailing Money by Building a Sailboat

  It’s possible that Kamau Iandiataiyero missed his calling and should have been an NFL lineman. However, Kamau is a smart man (so are NFL lineman) and probably figured out...

  • July 6, 2016
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  Sail Loot Podcast 038: Linus Wilson Sailing Part Time to Keep Making Money by Teaching Money

  Linus Wilson has found a way to sail around the world even though his wife, Janna, absolutely, positively will not sail on an open ocean passage with him and...

  • May 20, 2016
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  Sail Loot Podcast 037: Salty Times Sailing to find the Surf with Base and Jamie

  Base and Jamie have traveled around the world searching for the perfect surf breaks. Base helped set up a surf school in Costa Rica. Jamie moved from Canada to...

  • April 29, 2016
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  Sail Loot Podcast 036: Captain Louis Hoock Sails Alaska

  Captain Hoock is a captain and crew of S/V Arcturus,  he is the founder of Alaska Adventure Sailing and Coastal Footprint, and he once sailed the Jolly Roger. He’s got...

  • April 11, 2016
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  Sail Loot Podcast 035: Sails Call, Shameless Promotions, Recaps, and Lessons Learned

  After every single conversation that I have with a sailor, and after every single Sail Loot Podcast that gets released I always have some lessons that I’ve learned, or...

  • April 1, 2016
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