65 episodes

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.

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

    • Sports
    • 4.7 • 103 Ratings

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.

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

    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. […]

    • 1 hr 40 min
    Sail Loot Podcast 063: Sailing With FIRE on Luna Sea with Mark and Jennifer

    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 […]

    • 1 hr 15 min
    Sail Loot Podcast 062: Andersons Abroad own Sea-Tech Systems to make Sailing Money

    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 […]

    • 1 hr 17 min
    Sail Loot Podcast 061: Asante Sailing Costs August 2017

    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 […]

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

    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 […]

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

    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 […]

    • 22 min

Customer Reviews

4.7 out of 5
103 Ratings

103 Ratings

CDsharky ,

Loving it!

I went to the Virgin Islands and discovered that I wanted to learn anything and everything I could about the world of sailing. I am absorbing everything I can find and this podcast is wonderfully interesting to me in my quest to join the sailing world!! Thank you for the informative shows.

Nicknamed hard to find ,

Thanks !

Hey Teddy ! Thanks for the effort you put into the podcast. Extremely relevant material.

Coastertrav ,

Excellent Sailing Podcast

Fantastic information, great conversations and excellent audio quality. Always enjoy listening and dreaming of a future life during my bumper to bumper commute.

Top Podcasts In Sports

Mind the Game with LeBron James and JJ Redick
ThreeFourTwo Productions and UNINTERRUPTED
Pardon My Take
Barstool Sports
New Heights with Jason and Travis Kelce
Wave Sports + Entertainment
The Dan Le Batard Show with Stugotz
Dan Le Batard, Stugotz
The Bill Simmons Podcast
The Ringer
Baseball is Dead
Underdog Fantasy