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
Teddy J: Sailor, Online Entrepreneur, Web-Commuter, and Captain
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. […] The post Sail Loot Podcast 064: Offshore Sailing with Captain Ryan and Sail Libra appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 063: Sailing With FIRE on Luna Sea with Mark and Jennifer appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 062: Andersons Abroad own Sea-Tech Systems to make Sailing Money appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 061: Asante Sailing Costs August 2017 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 060: Cruising Costs Monthly – Asante Sailing Money July 2017 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 059 – Cruising Costs Monthly: Asante Sailing Money June 2017 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 058 – Cruising Costs Monthly: My Sailing Money April to May 2017 appeared first on Sail Loot.
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… […] The post Sail Loot Podcast 057: Lazy Geckos Water Conservation Lessons to Save Sailing Money appeared first on Sail Loot.
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. […] The post Sail Loot Podcast 056: S/V Smitty – Sailing from Boston to the USVI with Jesse, Stacey, and Summer appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 055: A Sailor's Story from the Eye of Hurricane Irma; Peter from Where The Coconuts Grow appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 054: Sail Me Om, Part 2 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 053: Sail Me Om, Part 1 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 052: Teddy's Sailing Money to Purchase Asante appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 051: Delivering Asante appeared first on Sail Loot.
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, […] The post Sail Loot Podcast 050: Asante Delivery Part 1 appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 049: Jessie Saved Some Money to go Sailing on a Boat – With Katie, and now Luke appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 048: Neil Davies Sails to Cuba and Works Remotely for Sailing Money appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 047: Nica Waters, Go Simple, Go Now appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 046: Captain Randy Smith With Sail Libra and Orange Beach Sailing Adventures appeared first on Sail Loot.
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 […] The post Sail Loot Podcast 045: Shooting The Breeze about our Sailing Money with Jeffrey Wettig appeared first on Sail Loot.
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.
Matt and Jessica decided that it was time to get off the couch and start experiencing life. How they would experience life was the first question. When they decided that sailing was the answer, all they had to do was learn how to sail, find a boat, and figure out how to find their sailing […] The post Sail Loot Podcast 024: Cruising with Jessica and Matt's Sailing Money, MJ Sailing appeared first on Sail Loot.
When Emmanuel emailed me in early March on of the words that he used to describe the Sail Loot Podcast was “Brilliant.” You know, I tend to agree! Maybe he just knew how far flattery can take you in this world. I don't know. Either way, thank you Emmanuel! He also said things like, “Last […] The post Sail Loot Podcast 023: Leela's Sailing Money with Emmanuel & Saxony appeared first on Sail Loot.
Annie had grown up, gone to college and earned her law degree at Alabama. She started practicing litigation law, but after a while she realized that she was only having fun about 10% of the time. She decided that it was time to change her lifestyle. Annie had always loved writing, and had started writing […] The post Sail Loot Podcast 022: Have Wind Will Travel with Annie Dike appeared first on Sail Loot.
Is anybody hungry? Are you out on the water enjoying your sailboat in the Virgin Islands and don't really feel like cooking? Sasha and Tara have found a solution for you. That solution is their brilliant idea of serving you the best New York Pizza in the Caribbean from the service window of their sailboat, […] The post Sail Loot Podcast 021: Pizza π Vi – A Pizza Sailboat in Paradise appeared first on Sail Loot.
Leah Kruger has been sailing since before she can remember cartoons of Mickey Mouse and Minnie Mouse. She was a little bit older when her family set sail to circumnavigate. It was certainly a much longer trip to Disney Land than Leah had imagined. While they were sailing around the world, Leah couldn't quite understand […] The post Sail Loot Podcast 020: Leah Kruger Makes Her Sailing Money With Brio appeared first on Sail Loot.
Captain Dietmar is another true entrepreneur. He and his partners went live with Good Anchorage at the Annapolis Boat Show in October of 2014. He has made his sailing money by starting, growing, and selling businesses. He's won some, he's lost some, and he's found a way to use Good Anchorage to help all boaters […] The post Sail Loot Podcast 019: Good Anchorage, Get Paid To Cruise appeared first on Sail Loot.
It only took 17 Sail Loot Podcasts to get an interview with the other half of the SV Delos crew recorded and released. Suweeeeeet! I got to talk to Brian and Karin back in Sail Loot Podcast 001. This time around I had an awesome chat with Brady and Josje! We put the pieces of […] The post Sail Loot Podcast 018: More Delos Adventures with Brady & Josje appeared first on Sail Loot.
The Sail Loot Podcast is back with Part 2 of an amazing conversation with Jeff Siegel of Active Captain. I know, we left you with a little bit of a cliffhanger on the last one. There was so much good information shared during our conversation that I couldn't leave anything out. We had been talking for […] The post Sail Loot Podcast 017: Sharing the Experience with Active Captain's Jeff Siegel, Part 2 appeared first on Sail Loot.
Jeff Siegel and his wife Karen didn't have to create Active Captain in order to find their sail loot. The Siegels are entrepreneurs and were lucky enough to have created, run, and sold a technology business, Evergreen Technologies, prior to living life on their boat. “Lucky” probably isn't the word I should use. When you […] The post Sail Loot Podcast 016: Active Captain Jeff Siegel, Part 1 appeared first on Sail Loot.
Phil and Aimee Nance sat down, looked at each other, and said, “Why are we letting a nanny raise our kids?” Between Phil's post-doctoral fellowship at the La Jolla Institute, Aimee getting her high school teaching credentials, and an hour commute, they were left with only a couple of hours a day with their daughters […] The post Sail Loot Podcast 015: SV Terrapin Provides Family Time with Lifestyle Afloat appeared first on Sail Loot.
Nate Niehuus has spent a lot of life traveling the world. As a child, he spent time all over Europe with his family. He and his family did settle down in Bellville, Texas for a little while, but Nate took off again as soon as he could. Nate fought in Iraq, developed an addiction to motorcycles, free […] The post Sail Loot Podcast 014: Sailing to Spearfish on Nate's Nomad Trip appeared first on Sail Loot.