Founder stories
A flight deal subscription service that alerts members to deeply discounted flights, saving an average of $550 per trip
How Scott acquired customers
Tools used to build Going
In December 2013, Scott Keyes found a $130 roundtrip flight from New York to Milan. His friends wanted the next one. Three years later, that email list became Going β a subscription service with 2 million members.
In December 2013, Scott Keyes, a freelance journalist living in New York, stumbled onto a $130 roundtrip flight to Milan. He booked it immediately. When he came back, his friends wanted to know how to find deals like that.
To save himself from answering the same question repeatedly, Scott set up a free email newsletter. He'd search for cheap flights and email his friends when he found one. By 2014, word spread and strangers asked to be added to the list.
Then in April 2015, a reporter at Business Insider heard about Scott's deal-finding hobby through Facebook and wrote a story about it. Overnight, the list went from 300 to 3,000 subscribers.
Scott saw the inflection point. He launched a paid subscription β Scott's Cheap Flights β in August 2015. For a few dollars a month, subscribers would get premium deals not sent to the free tier.
Simultaneously, a co-founder appeared: Brian Kidwell, who ran a travel blog, sent Scott a cold email. Brian came on as co-founder in late 2015, bringing operational skills that Scott lacked.
The business scaled fast. Fewer than two years after launching the paid tier, Scott's Cheap Flights crossed $1 million in revenue.
The business continued to professionalize. A team of "Flight Experts" joined, using both software and human expertise to identify deals before they disappeared. The model added premium and business tiers.
In 2023, Scott's Cheap Flights rebranded to Going β a cleaner name that worked across product lines beyond just cheap flights. By then, the subscriber base had grown to over 2 million.
The entire business started because Scott found one exceptionally cheap plane ticket to Italy and wanted to share the experience with his friends.
Solve the problem you have right now: Scott's newsletter started as a shortcut to avoid answering the same question from friends
One piece of earned media (Business Insider) can be the inflection point that changes everything β build something worth writing about
Free-to-paid conversion is easier when the free tier creates genuine habit and the paid tier removes the real frustration
A cold email from the right co-founder can fill the skills gap you don't know you have β be open to it
Subscription businesses need retention loops β great deals create the "I can't unsubscribe" moment
Inspired by Scott's journey? Generate a business idea in the Travel space using AI and real founder data.
Scott achieved 4 milestones on the path to $100K ARR
$1,000
$10,000
$100,000
The journey, decisions, and context behind this milestone
See the complete breakdown: launch strategy, validation methods, startup costs, expert analysis, replication playbook, and more actionable insights.
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