All posts by Teddy

Sail Loot Podcast 006: Saving Money to Set Sail With Matt and Courtney on Yolo
Matt, Courtney and the Yolo pod aren’t cruising yet, but they will be in about 5 days. Of course, I guess that depends on when you find this post and listen to this podcast. They plan on...
- Posted November 26, 2014
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Sail Loot Podcast 005: The Passive Income Myth and The Cost of A Website
It’s kind of funny. I release a podcast where I interview Tasha Hacker and we talk all about how she and Ryan started their Teaching House business by building a website. I finish the editing and show notes...
- Posted November 20, 2014
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Sail Loot Podcast 004: Turf to Surf Tasha Teaching English for Some Sailing Money
Tasha Hacker is one of the busiest people that I know. She and her husband, Ryan, founded and run their business/school, Teaching House. Tasha also runs her travel/adventure blog, Turf To Surf, all while taking any and...
- Posted November 13, 2014
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Our Cruising Plan Conversation and When We’ll Set Sail
Megan and I went out to grab some sushi about 2 Friday’s ago. My plan, other than stuffing sushi rolls down my face and having a cold Saporo, was to have a conversation with her about our...
- Posted November 5, 2014
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Sail Loot Podcast 003: How Bill and Trisha Regan Make Their Sailing Money and Cruise the Florida Keys, Bahamas, and ICW
Over the past seven months I’ve been contemplating the ways to get on a sailboat and start my cruising lifestyle. That’s exactly what Bill and Trisha Regan did this past April. Bill and Trisha met in 2003 and...
- Posted October 30, 2014
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Can We Stay In The BVI and Sail Into The Sunset?
We all woke up a little groggy on Saturday morning even though we were one of the earlier groups to depart the Willy T the night before. We were also one of the earlier groups to arrive...
- Posted October 28, 2014
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Love Is NOT All You Need – Choosing a Business Niche for Your Sailing Money, Step 1b
I wrote an article a few weeks ago about Step 1 of Setting Up a Web-Commuting, Internet Business for Sailing Money. I wrote about how it’s a great idea to pick a business niche that you love (Really, it was...
- Posted October 24, 2014
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Sail Loot Podcast 002: Cruising with Jamie, Behan, and the Totem Crew
More cruisers from the Bainbridge Island area! In this episode I have the pleasure of talking with Jamie and Behan Gifford from Totem. They’ve been cruising as a family with their kids Niall, Mairen, and Siobhan since 2008. Jamie...
- Posted October 16, 2014
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Bareboat Cruising Course: The Third Step To Improving Our Sailing Skills – Day 2 (Day 5 Aboard Allison)
Our 5th day aboard Allison started a little earlier. We had a lot of sailing to do to make up for the time we missed dealing with the steering failure the day before. We were up enjoying...
- Posted October 15, 2014
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Doing What You Love and Finding Your Life Purpose
I wrote the article earlier this week about Step 1 of Setting Up a Web-Commuting Business. That step is basically choosing a niche for your business that you love. A few days after writing the article I found this...
- Posted October 9, 2014
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