Sideways
The City Google Couldn't Buy
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Narrated by:
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Ian Lake
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By:
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Josh O'Kane
About this listen
NATIONAL BESTSELLER
FINALIST FOR THE WRITERS' TRUST SHAUGHNESSY COHEN PRIZE FOR POLITICAL WRITING
From the Globe and Mail tech reporter who revealed countless controversies while following the Sidewalk Labs fiasco in Toronto, an uncompromising investigation into the bigger story and what the Google sister company's failure there reveals about Big Tech, data privacy 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 woefully underdeveloped lakeshore was available for development, and with Google co-founder Larry Page and his trusted 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. There were hundreds more acres of undeveloped former port lands nearby that kept creeping into conversation with Sidewalk, and more questions were emerging than answers about how much the public would actually benefit from the Alphabet-owned company's vision for the high-tech neighborhood—and the data it could harvest from the people living there. Alarm bells began ringing in the city's corridors of power and activism.
To Torontonians accustomed to big promises with little follow-through, the fiasco that unfolded seemed at first like just another city-building sideshow. But the pained battle to reel in the power of Sidewalk Labs became a crucible moment in the worldwide battle for privacy rights and against the extension of Big Tech’s digital might into the physical world around us.
With extensive contacts on all sides of the debacle, O'Kane tells a story of global consequence fought over a small, forgotten parcel of mud and pavement, taking listeners from California to New York to Toronto to Berlin and back again. In the tradition of extraordinary boardroom dramas like Bad Blood and Super Pumped, Sideways vividly recreates the corporate drama and epic personalities in this David-and-Goliath battle that signalled to the world that all may not be lost in the effort to contain the rapidly growing power of Big Tech.
©2022 Josh O'Kane (P)2022 Random House CanadaListeners also enjoyed...
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Critic reviews
2023, Heritage Toronto Award - Historical Writing: Book: Short-listed
2023, Legislative Assembly of Ontario Speaker's Book Award: Short-listed
2023, National Business Book Award: Long-listed
2023, Shaughnessy Cohen Award for Political Writing: Short-listed
2023, Shaughnessy Cohen Award for Political Writing: Short-listed
2023, Society for Advancing Business Editing and Writing (SABEW) - Best in Business Book Award: Short-listed
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
A Hill Times Top 100 Best Book of 2022
“Sideways is a detailed, meticulously researched study of the [Sidewalk Labs] affair and the future of cities.... The story of how billionaires with big egos and big pet projects sometimes run up against reality.... Reads a bit like a Greek tragedy, in case anyone might be thinking of Icarus.” —The Globe and Mail
“In Sideways, Josh O’Kane presents the engaging, comprehensive tale of Google’s collision with Waterfront Toronto, a federal-provincial-municipal government development agency, as it seeks to cash in on the love affair with Big Tech. Packed with insightful interviews and tart observations of the zeitgeist, O’Kane deftly combines analysis, telling anecdotes, and a helping of wit to recount how the romance went sour. The result is a definitive chronicle, leaving behind valuable lessons for Canadian policymakers.” —2023 Shaughnessy Cohen Prize Jury
“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
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Story
In just a decade and a half, Jack Ma, a man from modest beginnings who started out as an English teacher, founded Alibaba and built it into one of the world's largest companies, an e-commerce empire on which hundreds of millions of Chinese consumers depend. Alibaba's $25 billion IPO in 2014 was the largest global IPO ever. A Rockefeller of his age who is courted by CEOs and presidents around the world, Jack is an icon for China's booming private sector.
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Strange: Best part of story happens "off-screen"
- By Tristan on 09-02-16
By: Duncan Clark
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The World Is Flat
- Further Updated and Expanded
- By: Thomas L. Friedman
- Narrated by: Oliver Wyman
- Length: 27 hrs and 15 mins
- Unabridged
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When scholars write the history of the world twenty years from now, what will they say was the most crucial development in the first few years of the twenty-first century? The attacks on the World Trade Center on 9/11 and the Iraq war? Or the convergence of technology and events that allowed India, China, and so many other countries to become part of the global supply chain for services and manufacturing, creating an explosion of wealth in the middle classes of the world's two biggest nations?
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If you like cliches...
- By Jonathan Shultz on 09-08-07
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Play Nice but Win
- A CEO's Journey from Founder to Leader
- By: Michael Dell, James Kaplan
- Narrated by: Michael Dell
- Length: 10 hrs and 35 mins
- Unabridged
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In 1984, soon-to-be college dropout Michael Dell hid signs of his fledgling PC business in the bathroom of his University of Texas dorm room. Almost 30 years later, at the pinnacle of his success as founder and leader of Dell Technologies, he found himself embroiled in a battle for his company’s survival. What he’d do next could ensure its legacy — or destroy it completely.
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Not perfect, but worth a listen
- By James S. on 11-09-21
By: Michael Dell, and others
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How Money Became Dangerous
- The Inside Story of Our Turbulent Relationship with Modern Finance
- By: Christopher Varelas, Dan Stone
- Narrated by: Roger Wayne
- Length: 14 hrs and 43 mins
- Unabridged
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From a veteran of the trade, a provocative and entertaining voyage into the turbulent heart of modern money that sheds new light on the rise of our threatening and complicated financial system, how money became our adversary, and why finding a new course is crucial to a healthy society.
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Must read
- By Craig M. Stratton on 02-08-20
By: Christopher Varelas, and others
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The Firm
- The Story of McKinsey and Its Secret Influence on American Business
- By: Duff McDonald
- Narrated by: Tom Weiner
- Length: 11 hrs and 19 mins
- Unabridged
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A behind-the-scenes, revelatory history of McKinsey & Company, America's most influential and controversial business consulting firm, told by one of the nation's leading financial journalists. In The Firm, Duff McDonald uncovers how these high-powered, high-priced business savants have ushered in waves of structural, financial, and technological shifts. With unrivaled access to company documents and current and former employees, McDonald reveals the inner workings of what just might be the most influential private organization in America.
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Warning: Non consultants should avoid
- By R. Jaeger on 11-04-13
By: Duff McDonald
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Dealing with China
- An Insider Unmasks the New Economic Superpower
- By: Henry M. Paulson
- Narrated by: Kevin Stillwell
- Length: 18 hrs and 31 mins
- Unabridged
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When Hu Jintao, China's then vice president, came to visit the New York Stock Exchange and Ground Zero in 2002, he asked Hank Paulson to be his guide. It was a testament to the pivotal role that Goldman Sachs played in helping China experiment with private enterprise. In Dealing with China, the best-selling author of On the Brink draws on his unprecedented access to both the political and business leaders of modern China to answer several key questions.
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A Valuable Book on China
- By Michael Moore on 09-04-15
By: Henry M. Paulson
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Superpower Showdown
- How the Battle Between Trump and Xi Threatens a New Cold War
- By: Bob Davis, Lingling Wei
- Narrated by: Rick Adamson
- Length: 15 hrs and 40 mins
- Unabridged
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This is the inside story of the US-China trade war, how relations between these superpowers unraveled, darkening prospects for global peace and prosperity, as told by two Wall Street Journal reporters, one based in Washington, DC, the other in Beijing, who have had more access to the decision-makers in the White House and in China’s Zhongnanhai leadership compound than anyone else.
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Boring. Waste of Time.
- By DING MING YING 丁明英 on 11-23-20
By: Bob Davis, and others
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Who Says Elephants Can't Dance?
- Inside IBM's Historic Turnaround
- By: Louis V. Gerstner Jr.
- Narrated by: Edward Herrmann
- Length: 8 hrs and 29 mins
- Unabridged
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In 1990, IBM had its most profitable year ever. By 1993, the company was on a watch list for extinction, victimized by its own lumbering size, an insular corporate culture, and the PC era IBM had itself helped invent.
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Moderate Start, Picks up FAST!
- By Art H on 02-08-05
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Startup Rising
- The Entrepreneurial Revolution Remaking the Middle East
- By: Christopher M. Schroeder
- Narrated by: Christopher M. Schroeder
- Length: 7 hrs and 24 mins
- Unabridged
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Despite the world's elation at the Arab Spring, shockingly little has changed politically in the Middle East; even frontliners Egypt and Tunisia continue to suffer repression, fixed elections, and bombings, while Syria descends into civil war. But in the midst of it all, a quieter revolution has begun to emerge, one that might ultimately do more to change the face of the region: Entrepreneurship.
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Inspiring stories
- By Raafat Zaini on 02-13-15
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Overhaul
- An Insider's Account of the Obama Administration's Emergency Rescue of the Auto Industry
- By: Steven Rattner
- Narrated by: Joe Barrett
- Length: 13 hrs and 28 mins
- Unabridged
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This first real look inside Team Obama mixes political warfare and big-business shakeups in equal proportions, and comes from a uniquely informed source. Steve Rattner is not just the man brought in by the president to save the auto industry, he is a former New York Times financial reporter who also earned a place among the top tier of Wall Street's most informed investment bankers and corporate experts.
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Overhaul - A Memoir
- By Roy on 12-05-10
By: Steven Rattner
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Smart People Should Build Things
- How to Restore Our Culture of Achievement, Build a Path for Entrepreneurs, and Create New Jobs in America
- By: Andrew Yang
- Narrated by: Tim Paige
- Length: 6 hrs and 12 mins
- Unabridged
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In Smart People Should Build Things, this self-described "recovering lawyer" and entrepreneur weaves together a compelling narrative of success stories (including his own), offering observations about the flow of talent in the United States and explanations of why current trends are leading to economic distress and cultural decline. He also presents recommendations for both policy makers and job seekers to make entrepreneurship more realistic and achievable.
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Smart doesn’t mean smart.
- By Will on 03-21-20
By: Andrew Yang
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Mastering the VC Game
- A Venture Capital Insider Reveals How to Get from Start-Up to IPO on Your Terms
- By: Jeffrey Bussgang
- Narrated by: Ramon De Ocampo
- Length: 7 hrs and 14 mins
- Unabridged
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Finding the right venture capitalist to back your start-up is a challenge. Even if you manage to get backing, you want your VC to be a partner, not some dictator who will undermine your vision and take control of your life's work. Jeffrey Bussgang is one of a very few people who have played on both sides of this high-stakes game. Now he draws on his unique perspective to offer high-level insights, colorful stories, and practical advice. He reveals how to get noticed, perfect a pitch, and negotiate a partnership that works for everyone.
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slow in beginning but gets really good
- By Diana on 04-11-19
By: Jeffrey Bussgang
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Googled
- The End of the World as We Know It
- By: Ken Auletta
- Narrated by: Jim Bond
- Length: 13 hrs and 53 mins
- Unabridged
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In Googled, esteemed media writer and critic Ken Auletta uses the story of Google's rise to explore the inner workings of the company and the future of the media at large. Although Google has often been secretive, this book is based on the most extensive cooperation ever granted a journalist, including access to closed-door meetings and interviews with founders Larry Page and Sergey Brin, CEO Eric Schmidt, and some 150 present and former employees.
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Audio production could have been better
- By David on 11-12-09
By: Ken Auletta
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Africa Rise and Shine
- By: Jim Ovia
- Narrated by: David Applefield
- Length: 4 hrs and 8 mins
- Unabridged
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The road to success is rarely linear and never easy. But with courage, hard work, perseverance, and dedication to duty, Jim Ovia, founder and chairman of Zenith Bank, proves we can achieve the unthinkable. Jim has been called the Godfather of Banking by Forbes Africa. And this should be no surprise. In a time of tension between military and civilian regimes, periods of incredible economic instability, and a decaying infrastructure, Jim founded Zenith Bank in Nigeria.
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Very inspiring
- By Henry on 06-10-23
By: Jim Ovia
What listeners say about Sideways
Average customer ratingsReviews - Please select the tabs below to change the source of reviews.
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- Elliot
- 02-04-23
City Building Failure
The story had nothing particularly scandalous or surprising, but I enjoyed the in-depth look at a failed public/private partnership in city building. Additionally, I came to appreciate democracy more.
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- LordYabo
- 01-03-23
Good but too long.
The whole of the story could be told in 1/3 the time.
Interesting how the best way to do good government is to simply do nothing at all. Then no one can complain or protest.
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- JuliaPer
- 09-26-22
Unstoppable force vs. immovable object
If you’re looking for the next Bad Blood or Super Pumped, that is not this. It’s not a book about grift or true crime-like intrigue, but rather an impeccably reported account of what happens when one of the biggest companies on earth tries to bully a city into doing what they want and the activists that stood up to stop them. This is a must listen for anyone interested in tech or business in Canada, and the importance of building cities for people first.
The only thing I would be a little critical of is the narrator; there’s a few places where the narrator pronounces a word phonetically that differs from the way they’re pronounced (“Mattamy”) or spells out acronyms that are read as words (e.g. Canadians don’t spell O-M-E-R-S we just say “omers”) that take me out a bit as a Canadian reader.
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1 person found this helpful