The Sail Loot Podcast: The Money To Cruise The World | Cruising Kitty | Sailing | Web-commuting | Online Business | Lifestyle

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 Adventures. Prior to that he was working behind a desk in the computer and information technology department in Atlanta, GA for Delta. Okay, I’ll admit that […] The post Sail Loot Podcast 044: Sail Libra with Captain Ryan appeared first on Sail Loot.

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 to bring their son along. Their son is in 1st grade now. Their plan all along had been to buy a boat when he was in […] The post Sail Loot Podcast 043: Jason and Kim Ellis Putting Mimzy Into Charter appeared first on Sail Loot.

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 overnight before jumping on a Ferry to  Tortola on Sunday morning. We met Wiley, his wife, Laura, and Steve and Chrissy from Knot Anchored for some […] The post Sail Loot Podcast 042: Wiley Sharp, Part 2 – Owning and Operating a Virgin Islands Sailing Charter appeared first on Sail Loot.

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 they owned and operated a 2010, 46 ft, Robertson & Caine catamaran, Knot Anchored, for two years before turning the reigns over to Captain Leon Sheepers and […] The post Sail Loot Podcast 041: The Money Side of a Virgin Islands Sailing Charter with Wiley Sharp appeared first on Sail Loot.

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 and consulting jobs. On the other hand, Cat was secretly putting together a spreadsheet to help them project their spending, save some sailing money, and follow Will’s […] The post Sail Loot Podcast 040: Avoiding Mondays by Setting Sail with Monday Never appeared first on Sail Loot.

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 that playing for the NFL would’ve torn up his body even quicker. Instead, Kamau armed himself with a degree in Construction Management and started his own […] The post Sail Loot Podcast 039: Kamau Iandiataiyero Saving Sailing Money by Building a Sailboat appeared first on Sail Loot.

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 he has a 5.5 year old daughter. He’s also found a way to keep his job as a Finance Professor. A job in the teaching profession […] The post Sail Loot Podcast 038: Linus Wilson Sailing Part Time to Keep Making Money by Teaching Money appeared first on Sail Loot.

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 Australia in search of warmer waters. They met each other in Fremantle, AU and decided that the most environmentally friendly and sustainable way to find the surfing breaks […] The post Sail Loot Podcast 037: Salty Times Sailing to find the Surf with Base and Jamie appeared first on Sail Loot.

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 a few stories to tell about sailing from Alaska to Panama, environmental stewardship, whale watching, and Alaska sailing adventures. Louis Hoock was getting his Bachelor of […] The post Sail Loot Podcast 036: Captain Louis Hoock Sails Alaska appeared first on Sail Loot.

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 some deep thoughts to share. Right now, my not so deep thought is that I haven’t released a podcast in almost 2 months. I recorded myself […] The post Sail Loot Podcast 035: Sails Call, Shameless Promotions, Recaps, and Lessons Learned appeared first on Sail Loot.

Andy Schell always wanted to be his generation’s “John Kretschmer”. He and his wife Mia are well on their way to fulfilling that goal. Andy has written some magazine articles and I’m sure that he will one day write a book about his adventures. All Andy ever really wanted to do was buy a bigger boat and take […] The post Sail Loot Podcast 034: Andy Schell, 59-North Part 1 appeared first on Sail Loot.

This stuff makes me smile. Here is somebody that is willing to share the financial details about a sailing business that has been created from scratch. We were able to catch up with Andy Schell. Or, rather, he was able to touch base with Sail Loot. We both listen to each others’ podcasts. He hosts a […] The post Sail Loot Podcast 033: Andy Schell’s Isbjorn Sailing Money appeared first on Sail Loot.

Robert Gabriel and Megan Rose didn’t grow up around boats, and their parents didn’t teach them to sail. They were both landlocked. Rob grew up in Walla Walla, WA, and Megan grew up in the desert in Idaho. It seems…neither of them wanted to stay there. They wanted to have some adVENTURE in their lives! Instead […] The post Sail Loot Podcast 032: Rob and Megan’s Venture Lives from their Sailboat appeared first on Sail Loot.

How quickly do you think you can climb aboard your sailboat and start a new life cruising the world? Jody and Peter met in April of 2011. Peter didn’t inform Jody of his plan to sail around the world until July of 2011. Two years later, in August of 2013, they bought a 1980 Whitby […] The post Sail Loot Podcast 031: Peter and Jody from Somewhere Warm and Sunny Down Where The Coconuts Grow appeared first on Sail Loot.

“I had a lot of things, expensive things, and a lot of money, none of which I needed and none of which made me happy.” – Annie Dike, Keys To The Kingdom.  I could go on and on with quotes from the first few chapters of Annie’s new book Keys To The Kingdom that hit me right […] The post Sail Loot Podcast 030: Annie Dike’s Key’s To The Kingdom and Setting Up a Small Business appeared first on Sail Loot.

We left Part 1 of the Amazing Pam Wall Sailing Stories with the Wall family starting their circumnavigation on their 39 foot sloop, Kandarik. Pam and Andy had saved the glorious sum of $10,000 to use as their sailing money while they explored the world on Kandarik. Pam and Andy had returned from their 3-year honeymoon. […] The post Sail Loot Podcast 029: Pam Wall Part 2, More Amazing Sailing Stories appeared first on Sail Loot.

Pam Wall has been sailing since she was a young girl helping to race her father’s sailboats on Lake Michigan. Of course, for Pam, helping was making the bologna sandwiches and passing up the cold beers for the young men on the boat. I don’t quite think she minded. After all, she was able to […] The post Sail Loot Podcast 028: The Pam Wall Sailing Story, Part 1 appeared first on Sail Loot.

Jose has been sailing since he could walk. Actually, he was probably on a sailboat before he could walk, but he was behind the helm by the time he could stand on his own two feet. Gina’s story is completely the opposite, but she’s learning now. “Where there’s a will, there’s a way,” and Jose […] The post Sail Loot Podcast 027: Couchsailors Jose and Gina Rent All of their Rooms for Sailing Money appeared first on Sail Loot.

Chris Bartick is the perfect example for Sail Loot. There are many ways of making your sailing money. The most popular seems to be to work hard, save money, minimize your spending, and build a cruising kitty that will last a few months, several years, or maybe even forever! However, Chris decided that he wanted […] The post Sail Loot Podcast 026: Chris Bartick Paints Moments Sailing appeared first on Sail Loot.

Where do I start? I’m posting this because I’ve been re-inspired and I have decided that maybe I should share a few things that have been going on in my personal life. I actually have Andy Schell to thank for that. Yes, I produce some podcasts, but I also enjoy listening to other podcasts, especially […] The post Sail Loot Podcast 025: Peaks and Troughs of Sailing, Life, and Money appeared first on Sail Loot.