Do You Feel More Stressed Now That You're at Scale?

The story of Going touches on so many themes we’ve been following on this show for over a decade. Going’s original incarnation, ’Scott’s Cheap Flights’, came on the scene in 2013. And it started out mostly as a newsletter for digital nomads seeking the most cost effective ways to travel around the world, nerd out on ‘mistake fares’ by airlines, and other things of interest in the travel space.

Today Going has over 60 employees and is a very substantial business, offering a range of options to its subscribers. On this week’s show Brian Kidwell talks to Dan about his personal journey from solopreneur to CEO of Going, the challenges of making that transition, the importance of seeking product market in whatever you’re working on, and finding time for ‘deep work’:

“How can I have enough hours in the day to give the proper thinking, my best thinking, to the things that I need to work on? Because those things now have much more downstream impacts than before. It's like editing code, or responding to somebody - and I'm not trying to downplay them, because those are very important - but it was different for my brain … Now I can't work as long as I used to … I can't provide great thinking for 12 hours a day.”