
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 learn...
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Money to Cruise the World

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 learn...

The financial “movement” being dubbed FIRE – Financial Independence Retire Early – was an acronym that was unknown to Mark, Jennifer, and ye...

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 divor...

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 N...

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 a...

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...

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 At...

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 aga...

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 email...

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....

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...

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...

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. Lauderd...

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 pr...

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...

Jessica Zevalkink – better known as Jessie, Jess, JessieBrave, or Time Stopper – is the owner, operator, and creative director behind Katie...

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 the...

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 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 doc...

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 fin...

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 formin...

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 righ...

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...

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 A...

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 d...

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 lin...

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 pas...

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 m...

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...

After every single conversation that I have with a sailor, and after every single Sail Loot Podcast that gets released I always have some le...

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...

This stuff makes me smile. Here is somebody that is willing to share the financial details about a sailing business that has been created fr...

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...

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. Pe...

“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...

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 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 wa...

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 t...

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 h...

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 go...

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 que...

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...

Annie had grown up, gone to college and earned her law degree at Alabama. She started practicing litigation law, but after a while she reali...

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...

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 fa...

Captain Dietmar is another true entrepreneur. He and his partners went live with Good Anchorage at the Annapolis Boat Show in October of 201...

It only took 17 Sail Loot Podcasts to get an interview with the other half of the S\V Delos crew recorded and released. Suweeeeeet! I got to...

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 b...

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...

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 fel...