Teddy J. // Sail Loot Podcast
On the Wind Sailing
Andy Schell
4.8 • 593 Ratings
🗓️ 2 February 2016
⏱️ 62 minutes
🧾️ Download transcript
Summary
#137. is a unique one. It's Part 2 of a very long conversation I had with Teddy J of the Sail Loot podcast. Teddy and I recorded over Skype when I was up in Toronto two weeks ago and wound up talking for over two and a half hours!
This is unique in that It's a 'part 2.' Teddy and I are releasing these episodes simultaneously on each other's shows, so to catch Part 1 - in which I spend over 90 minutes talking about my own sailing history and a lot of the aspects of not only the Isbjorn business but also my entrepreneurial inspiration from my dad and my grandfather. So head on over to the Sail Loot podcast - just search Sail Loot in iTunes, or stream online at sailloot.com - and listen to Part 1.
In Part 2 that follows here, I turned the tables on Teddy and spent the next hour talking to him about how he got inspired to go sailing after a trip in Dominica he did with some friends. Ever since then he's always wondered how people managed to pay for their dreams, and hence the Sail Loot podcast was born. Teddy has over 30 episodes now interviewing a lot of well-known sailors about just how they make their dreams financially viable. Teddy and I also spend some time discussing the technical aspects of podcasting, talking about the gear we use and our production process.
This was one of the most fun two and half hours I've ever spent on the phone! Again, be sure to download the Sail Loot podcast to hear me and Teddy in Part 1, and catch Part 2 here! Enjoy!
Transcript
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| 0:00.0 | So basically I sat there during this whole story and I said, I want to be able to charter a sailboat, you know, like the moral of that story to me was I want to be able to charter a sailboat and go do that stuff. |
| 0:12.0 | And since I'm a scuba diver, you know, like go to the dive spots that I want to go to without having to worry about taking a quote unquote trip, you know, off of a cruise ship somewhere. |
| 0:24.4 | Hey, this is Anna Winners, live from Sweden. |
| 0:27.4 | Welcome back to the... |
| 0:29.0 | Okay. |
| 0:33.4 | Hey, this is Anna Winners live from Sweden. |
| 0:36.6 | Welcome back to the 59 North Saline podcast with your host, Andy Schell. |
| 0:41.0 | Enjoy the show. |
| 0:42.5 | Good morning, and welcome back to 59 degrees north. |
| 0:46.7 | I'm your host, Andy Schell, and this is episode number 137. |
| 0:55.3 | Hello, my name is Clint. We can talk right into it. Okay, hello everyone name's Clint. |
| 0:58.1 | Okay, hello, my name's Clint. |
| 1:01.1 | You might remember me from an earlier podcast of done with Andy. |
| 1:04.1 | This episode is sponsored by Ford. |
| 1:07.4 | Hello, my name's Clint. |
| 1:10.4 | You may remember me from a previous episode of done with Andy. |
| 1:15.3 | We were talking about sailing across the Atlantic. Okay, and you'll be glad to know that this week's episode is sponsored by Forbes Horton Yott sales. Andy actually interviewed Forbes last week |
| 1:21.5 | about buying the right blue water boat. Well, I, you know, I think, I think that being an armchair quarterback and reading all the books and reading all the publications and getting on to blogs and getting too caught up in the hype of what you're supposed to have and what you need in order to find the right |
| 1:45.0 | quote unquote offshore boat is really proven when you get out and you sail on some of these boats. |
| 1:53.0 | And people often find that what they think they need, they really don't, |
| 2:00.0 | and they will typically, you know, gravitate |
| 2:04.5 | towards something smaller, more manageable once they get on something bigger. Well, I've |
... |
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