Sideways

The City Google Couldn't Buy

Author  Josh O'Kane
Sideways

From the tech reporter who most closely pursued the Sidewalk Labs fiasco in Toronto, an uncompromising look into what the Google sister company's failure in urban development reveals about Big Tech, data and the monetization of everything.

When former New York deputy mayor Dan Doctoroff landed in Toronto,  promising a revolution in better living through technology, the locals were starstruck. In 2017, a small parcel of land on the city's underdeveloped lakeshore was available for development, and with Google co-founder Larry Page and chairman Eric Schmidt leaning into Sidewalk Labs' pitch for the long-forsaken property—with Doctoroff as the urban-planning company's CEO—Sidewalk's bid crushed the competition. 
     But as soon as the bid was won, cracks appeared in the partnership between Doctoroff's team and…