Hustle to Freedom
Jul 22, 2019

Coffee Shop To 1.5 Million Subscribers For This Side Hustle


Scott Keyes is the founder of Scott’s Cheap Flights – an email alert for, not surprisingly, cheap flights. But not a tiny discount. Huge once in a lifetime discounts for those dream trips.

He started the service as a business in 2015 (previously doing it for friends and friends of friends) and today has 1.5 million subscribers and makes over $4M annual revenue with a team of 30 people.

Want to know how a simple email got so big? This Hustle to Freedom interview tells all.

3 lessons…

  • Again, it’s a business that was solving the founders own problem. Scott was searching for cheap flights for himself because he couldn’t afford to pay full price to travel. Turns out that a lot of people don’t want to pay full price and don’t have the knowledge of how to search for discounted flights.
  • He went very low cost at the beginning because he wanted to test whether people would pull out their credit cards and go from free to premium. This got his first premium subscribers, confirmed product market fit and generated cash to invest in the product.
  • They don’t push premium right from when someone signs up. They encourage them to stay on the free newsletter so they can get a feel for what they are going to get. Builds a relationship with the customer before they start paying and reduces churn.

In this episode, I am chatting with Scott Keyes from Scott's Cheap Flights. This was an exciting interview for me because I started using Scott's service a few years ago and never thought I'd have him on the podcast. In this episode, we talk about how he a grown this from just scouring the internet looking for cheap flights for himself to doing the same thing but with 30 people on his team and over 1.5 million subscribers to his service.

You can check Scott's Cheap Flights by visitin

You can pick up your copy of The Side Hustle Journal over at


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