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Side Hustle School

#1091 - Seattle Developer Takes Flight With Popular Travel Site

Side Hustle School

Chris Guillebeau

Business, Entrepreneurship, Small Business, Side Hustle, Entrepreneurship,, Careers

4.73.3K Ratings

🗓️ 27 December 2019

⏱️ 8 minutes

🧾️ Download transcript

Summary

In search of beer money, a Seattle web developer starts his own travel site. He ends up with a business that attracts more than six million email subscribers. 


Side Hustle School features a new story EVERY DAY of someone who started a hustle without quitting their job. You’ll learn how they got the idea, how they overcame challenges along the way, and what the results are. 

 

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Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.


Show notes: SideHustleSchool.com

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Transcript

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0:00.0

In search of beer money, a Seattle web developer starts his own travel site.

0:13.0

He ends up with a business that attracts more than 6 million email subscribers.

0:17.0

I did say 6 million.

0:18.8

He's got a lot of people on his email list, but thankfully, he didn't have to get them

0:22.4

anything for the holidays.

0:24.4

Welcome to Side also School.

0:25.5

My name is Chris Gilabo.

0:27.0

The right kind of travel deal site can become a sensation that rivals a viral video.

0:32.2

I am reminded of a friend of ours, Scott Keys, who runs the site, Scott's cheap flights.

0:37.4

We featured Scott on the program long ago and also in the 100 side oscillas book.

0:42.0

On his own, as a journalist, Scott ended up building this really simple newsletter that

0:46.1

became a million dollar business, which is in many ways like what you'll hear about today.

0:50.4

Although Scott's model is one of a paid membership site.

0:53.3

This story is largely about earning commissions.

0:56.1

So same topic, but two different approaches that are both hugely successful.

1:00.1

We're calling it Seattle Developer Takes Flight with TravelSight.

1:03.7

That story is coming up in just a moment.

1:06.7

This football season, get a hand from Betfair's popular bet builder and easily add our fan

1:11.3

favorite football selections to your bet slip in just one tap.

1:14.9

And you can get a completely free 2 pound bet builder on any Premier League game this weekend.

1:19.8

Now that's handy.

1:24.3

Betfair.

...

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