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

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

65 episodes

5 months ago

How to save some sailing money for your cruising kitty and earn a living while traveling. Interviews and practical strategies from sailors who are enjoying a cruising lifestyle. Teddy J from the Sail Loot website shares sailing stories as well as tips and best practices for web-commuting, online business, and internet marketing. We love chatting about peoples' adventures and learning about how they've been able to pull it off.

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Society & Culture,

All content for The Sail Loot Podcast: The Money To Cruise The World | Cruising Kitty | Sailing | Web-Commuting | Online Business | Lifestyle is the property of Teddy J: Sailor, Online Entrepreneur, Web-Commuter, and Captain and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

How to save some sailing money for your cruising kitty and earn a living while traveling. Interviews and practical strategies from sailors who are enjoying a cruising lifestyle. Teddy J from the Sail Loot website shares sailing stories as well as tips and best practices for web-commuting, online business, and internet marketing. We love chatting about peoples' adventures and learning about how they've been able to pull it off.

Show more...

Places & Travel,

Society & Culture,

Episodes (20/65)

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

Sail Loot Podcast 064: Offshore Sailing with Captain Ryan and Sail Libra

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 the Miami Boat show. […]

6 years ago

1 hour 40 minutes 34 seconds

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

Sail Loot Podcast 063: Sailing With FIRE on Luna Sea with Mark and Jennifer

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 use some of the FIRE principles even though we didn’t know what they were. Mark […]

6 years ago

1 hour 15 minutes 18 seconds

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

Sail Loot Podcast 062: Andersons Abroad own Sea-Tech Systems to make Sailing Money

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!!! Luckily, so did Devon. Rich and Devon finished their dinner, drinks, and […]

7 years ago

1 hour 17 minutes 12 seconds

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

Sail Loot Podcast 061: Asante Sailing Costs August 2017

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. August of 2017 was also the first month that I had to pay for dockage at Shelter […]

7 years ago

34 minutes 58 seconds

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

Sail Loot Podcast 060: Cruising Costs Monthly – Asante Sailing Money July 2017

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 owners hire people to clean and […]

7 years ago

28 minutes 36 seconds

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

Sail Loot Podcast 059 – Cruising Costs Monthly: Asante Sailing Money June 2017

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 that I thanked enough people […]

7 years ago

22 minutes 9 seconds

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

Sail Loot Podcast 058 – Cruising Costs Monthly: My Sailing Money April to May 2017

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. This decision was made only 2.5 weeks prior to the […]

7 years ago

42 minutes 41 seconds

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

Sail Loot Podcast 057: Lazy Geckos Water Conservation Lessons to Save Sailing Money

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/podcaster crashing on for a long weekend… […]

7 years ago

1 hour 31 minutes 46 seconds

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

Sail Loot Podcast 056: S/V Smitty – Sailing from Boston to the USVI with Jesse, Stacey, and Summer

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 S/V Smitty, their 2001 Catalina 310. […]

7 years ago

1 hour 19 minutes 4 seconds

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

Sail Loot Podcast 055: A Sailor’s Story from the Eye of Hurricane Irma; Peter from Where The Coconuts Grow

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 hurricanes this season on the Caribbean islands. Peter had to get his […]

7 years ago

1 hour 44 minutes 11 seconds

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

Sail Loot Podcast 054: Sail Me Om, Part 2

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 to have organized SailorsHelping.org. The islands get forgotten sometimes, especially […]

7 years ago

1 hour 15 minutes 10 seconds

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

Sail Loot Podcast 053: Sail Me Om, Part 1

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 way South along the US East Coast before […]

7 years ago

58 minutes 49 seconds

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

Sail Loot Podcast 052: Teddy’s Sailing Money to Purchase Asante

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 came up with the funds to be able […]

8 years ago

47 minutes 7 seconds

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

Sail Loot Podcast 051: Delivering Asante

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 that “whirlwind” describes the chaos of my brain for those two […]

8 years ago

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

Sail Loot Podcast 050: Asante Delivery Part 1

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 and under. As far as I was concerned, […]

8 years ago

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

Sail Loot Podcast 049: Jessie Saved Some Money to go Sailing on a Boat – With Katie, and now Luke

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 find out some tidbits about Katie along the way, and the sailing adventures that they […]

8 years ago

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

Sail Loot Podcast 048: Neil Davies Sails to Cuba and Works Remotely for Sailing Money

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 current firm in order to save up some sailing money and do some part-time […]

8 years ago

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

Sail Loot Podcast 047: Nica Waters, Go Simple, Go Now

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 book that Behan helped write, Voyaging With […]

8 years ago

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

Sail Loot Podcast 046: Captain Randy Smith With Sail Libra and Orange Beach Sailing Adventures

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 wrong, I definitely wanted to go to the […]

8 years ago

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

Sail Loot Podcast 045: Shooting The Breeze about our Sailing Money with Jeffrey Wettig

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 his better half, Nora, and share some grub and […]

8 years ago