At a little past 7:30 on a sunny late-May morning in downtown Denver, a group of people are milling about near the side entrance to the lobby of the Kimpton Hotel Born. Several are in tech tees bearing the logo of the social-fitness app Strava, which betrays that this isn’t just an informal meetup but a team exercise. Everyone’s watching a tall man with a lanky runner’s build and a close-cropped beard, waiting for him to give the signal to get going. “Ready?” asks James Quarles, Strava’s CEO since May 2017. Nods all around. And with the casual expertise born of a thousand repetitions, everyone hits start on an app or GPS watch, and we head off at a slow jog toward the Millennium Bridge, over the light-rail tracks at the city’s bustling Union Station transit hub. There are roughly ten Stravans in our group (plus an alert Australian shepherd); that’s about a third of the employees at Strava’s Denver satellite office, which opened in January 2018. Each of us is the archetypal Strava user: an endurance enthusiast who wants a way to track our runs, rides, and other outdoor adventures. We want to explore new places, learn how we stack up against our peers, and see where and how hard o...