Awards

• Short-listed for Heritage Toronto Award - Historical Writing: Book 2023
• Short-listed for Legislative Assembly of Ontario Speaker's Book Award 2023
• Short-listed for Shaughnessy Cohen Award for Political Writing 2023

Overview

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 Waterfront Toronto, the government-sponsored organization behind the contest. Hundreds more acres of undeveloped former port lands kept creeping into Sidewalk's plans, and questions were emerging about how much the public would benefit from the company's vision for a high-tech neighbourhood—and the data it could harvest from residents.    The ensuing fight to reel in the power of Sidewalk Labs became a crucible moment for the worldwide battle for digital rights and against the extension of a digital behemoth's corporate might into the physical world.     In the tradition of boardroom dramas like Bad Blood and Super Pumped, Sideways signals to the world that all may not be lost in the effort to contain the rapidly growing power of Big Tech.

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9781039000803

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Reviews

NATIONAL BESTSELLER A GLOBE AND MAIL BEST BOOK OF THE YEAR Finalist for the Writers' Trust Shaughnessy Cohen Prize for Political Writing Finalist for the Ontario Speaker’s Book Award Finalist for the SABEW Best in Business Book Award Longlisted for the National Business Book Award Nominated for the Heritage Toronto Book Award “Sideways is a detailed, meticulously researched study of the [Sidewalk Labs] affair and the future of cities.” —The Globe and Mail “A thrill ride of a book, revealing what really happened when Google tried to build a city and Silicon Valley’s magical thinking fell to earth. O’Kane delivers the definitive chronicle of the outsized personalities, combative politics, and corporate power driving Google’s Toronto experiment, and the citizen pushback that eventually sealed its doom. Sidewalk Labs may be nomore, but its story has lasting lessons for our digital age.” —Margaret O’Mara, author of The Code: Silicon Valley and the Remaking of America “In his crisply written and deeply researched book, Josh O’Kane reveals precisely how Google, one of the most powerful companies of all time, saw its techno-utopian vision for a city of the future foiled by the people who would actually have to live there. A crucial parable for any who finds themselves living more and more in Big Tech’s backyard.” —Brian Merchant, author of The One Device “Big Tech is remaking our physical landscape in ways that we are only beginning to reckon with. In Sideways, Josh O’Kane gives the definitive account of the most ambitious remaking attempted yet: the effort by one of the most powerful companies in the world to build an entire urban neighborhood in its own image, in the fourth largest city in North America. This is the engrossing saga of what happens when our tech overlords let their overweening aspirations get the better of them and finally meet their match.” —Alec MacGillis, author of Fulfillment: America in the Shadow of Amazon “Sideways presents a captivating story that reads like a boardroom TV drama. . . . The book details the pressing issues of the digital age, and offers a fresh perspective on the messy complexity of urban life. . . . [Sideways has] an uplifting air of David-versus-Goliath storytelling mixed with an eye-opening window into what a digital future might hold. . . . It is a story worth reading.” —UrbanToronto

Author Information

JOSH O’KANE is a reporter with the Globe and Mail, Canada’s largest national newspaper. He won Germany’s Arthur F. Burns Award for transatlantic political and cultural reporting in 2019 for his coverage of that country’s broad pushback against Big Tech. O’Kane’s reporting has also won numerous Best in Canada awards from the Society for Advancing Business Editing and Writing.

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