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

Teddy J: Sailor, Online Entrepreneur, Web-Commuter, and Captain

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

A weekly Sports, Wilderness and Business podcast
Good podcast? Give it some love!
The Sail Loot Podcast: The Money To Cruise The World | Cruising Kitty | Sailing | Web-Commuting | Online Business | Lifestyle Design

Teddy J: Sailor, Online Entrepreneur, Web-Commuter, and Captain

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

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

Teddy J: Sailor, Online Entrepreneur, Web-Commuter, and Captain

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

A weekly Sports, Wilderness and Business podcast
Good podcast? Give it some love!
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Episodes of The Sail Loot Podcast

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Captain Ryan and I met a few years ago on a sailing trip on S/V Libra from Pensacola to the Miami Boat Show. It was an awesome trip. I learned a whole lot about offshore sailing and I hope that I helped Ryan book a few more trips on Libra at th
The financial “movement” being dubbed FIRE – Financial Independence Retire Early – was an acronym that was unknown to Mark, Jennifer, and yes, even budding financial zealots such as myself. Somehow, over the last few years, we’ve all seemed to
Rich and Devon’s sailing story started the way most crazy sailing stories start…intoxication. The good news is that Rich didn’t want a divorce. He didn’t want to have a third child. He just wanted to quit his job and sail around the world!!! Lu
August of 2017 on S/V Asante started with a two-day sail from Fort Lauderdale, FL to Hilton Head, SC. Included in the preparations to sail North were provisions, alternator rebuild costs, diesel fuel, and travel and transportation expenses. Aug
I learned a lot about boating in the month of July 2017. A few snafus taught me what not to do again. A few victories taught me what to do again. Everything taught me that I really just want to be at/on Asante as much as possible. Some boat own
Yes, it’s a little bit later in the day than last Friday, but I did get this podcast released 1 week after Episode 058! I love it when I hit a deadline that I tell the world about. (This might actually be a first for Sail Loot). I don’t think t
My need to gather equipment was immediate. I decided that my best option was to sail S/V Asante approximately 1300 miles across the North Atlantic Ocean for 7 to 10 days and that I would start this trip 2.5 days after the purchase was final. Th
I had the honor of meeting Jeremiah and Brittany at the Strictly Sail Miami Boat show almost a year ago. By the way, I plan on attending again this year (2018). If you happen to live in the area and have a couch that you don’t mind this sailor/
I met Jesse and Stacey from S/V Smitty in November of 2016. They’re long time listeners to the Sail Loot Podcast and we had sent a few emails back and forth to each other before I went on a charter vacation in the BVI. Jesse and Stacey live on
A normal episode of the Sail Loot Podcast contains tips, advice, and stories about how others have been able to make a living on the water. This episode contains none of that. This episode is purely to raise awareness about the impact of hurric
Hurricane Irma is gone, but the devastation that she left behind will leave scars for a lifetime. Jon and Tory are doing amazing work trying to heal as many of those scars as possible as quickly as possible. I can’t think of two better people t
Jon and Tory are currently in Puerto Rico. I talked to them about 5 months ago when they were in the middle of the Bahamas. They started in New York City. They took 3 months to outfit their sailboat for cruising, headed North and then all the w
In the last few episodes I told you that I purchased Asante for $117,500 and told the story of delivering her from St. Thomas to Ft. Lauderdale, Florida. I decided to take out a loan to purchase Asante, but I figured that I would explain how I
In the last episode of the Sail Loot Podcast you learned the purchase price of Asante and the whirlwind of activity that was necessary to prep her for sailing her from St. Thomas to the Fort Lauderdale, FL area. Actually, I’m not quite sure tha
I now…   Officially…   Own a sailboat!!!!!!   You may know by now that I purchased S/V Asante from Scott and Brittany Meyers at Windtraveler. They needed a little bigger boat and an extra cabin for their family of 3 girls that are 5 years old a
Jessica Zevalkink – better known as Jessie, Jess, JessieBrave, or Time Stopper – is the owner, operator, and creative director behind Katie And Jessie On A Boat and Jessie Takes Pictures. This podcast and these show notes are about Jessie, we f
Neil and his wife, Janet, left England and moved over to the United States in 1989. Neil’s job as a Civil-Environmental Engineer brought them and their 2 daughters over to the Atlanta, GA area. Neil does consulting engineering work for his curr
I met Nica Watters at the 2016 U.S. Sailboat Show in Annapolis, MD. I was walking around looking for people that I knew, and I figured that I would find Jamie and Behan at the Lin and Larry Parday Books (L & L Parday Books) booth promoting the
I want to be back on the water sailing Libra wherever she’s going. Captain Randy’s prediction was correct. As soon as we pulled into the dock at the Strictly Sail Miami Boat show, I wanted to get out on the water with Sail Libra. Don’t get me w
Jeffrey Wettig, host of the Shooting The Breeze Sailing Podcast, and I have been talking via email and Facebook for a few years. We were finally able to meet in person at the US Sailboat Show in Annapolis this past October. I also got to meet h
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 inform
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 b
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, a
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
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 t
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