Book

The Upstarts

📖 Overview

The Upstarts chronicles the rise of Uber and Airbnb, two companies that disrupted established industries in the 2010s. Through interviews and research, Brad Stone traces the origins of these startups and follows their founders through early challenges and rapid growth. The book examines how Travis Kalanick and Brian Chesky built their respective companies by challenging regulations and pushing technological boundaries. Stone documents the resistance they faced from regulators, incumbent industries, and communities as they expanded their platforms across cities and countries. The parallel narratives highlight the similar obstacles both companies encountered, from fundraising battles to public relations crises. The book provides context about the economic and technological landscape that enabled their ascent during the mobile revolution. At its core, The Upstarts explores how a new generation of entrepreneurs harnessed technology and the sharing economy to create global businesses that transformed how people travel, work, and live. The book raises questions about innovation, regulation, and the human impact of rapid technological change.

👀 Reviews

Readers found this book provided detailed reporting on Uber and Airbnb's early years and founders, though many noted it feels more like two separate company histories rather than a cohesive narrative. Readers appreciated: - Behind-the-scenes accounts of key business decisions - Research depth and insider access to executives - Clear explanations of complex regulatory battles - Balanced portrayal of both companies' controversies Common criticisms: - Second half becomes repetitive - Too much focus on Travis Kalanick vs other players - Lacks analysis of broader sharing economy impacts - Story ends in 2016, missing recent developments Ratings: Goodreads: 4.0/5 (3,800+ ratings) Amazon: 4.4/5 (280+ ratings) Several readers compared it unfavorably to Stone's previous book about Amazon, noting this one "lacks the same narrative drive" (Goodreads review). Others praised the "thorough journalism" but wished for "more critical examination of the business models" (Amazon review).

📚 Similar books

Super Pumped: The Battle for Uber by Mike Isaac A detailed investigation of Uber's rise, internal conflicts, and Travis Kalanick's eventual departure from the company he founded.

Zero to One by Peter Thiel A venture capitalist's examination of how companies like PayPal disrupted industries and created new markets through technological innovation.

The Everything Store by Brad Stone The founding story of Amazon traces Jeff Bezos's path from hedge fund manager to creator of an e-commerce empire.

Valley of Genius by Adam Fisher Oral histories from founders, engineers, and investors reveal the creation stories behind Silicon Valley's transformative companies.

The Hard Thing About Hard Things by Ben Horowitz A venture capitalist shares startup lessons from his experience building and selling companies in Silicon Valley's tech ecosystem.

🤔 Interesting facts

🚗 Despite Uber's eventual success, Travis Kalanick initially opposed the idea of an on-demand car service. The concept was first pitched to him by Garrett Camp, and Kalanick dismissed it as a "luxury" that wouldn't work. 🏠 Before focusing on home rentals, Airbnb's founders tried to make money by selling specialty cereals called "Obama O's" and "Cap'n McCain's" during the 2008 presidential campaign. 📊 Author Brad Stone gained prominence through his previous book "The Everything Store" about Amazon, which Jeff Bezos's wife gave a one-star review to on Amazon.com, disputing its accuracy. 💰 Both Uber and Airbnb faced similar early struggles with funding - Uber was rejected by most major Silicon Valley venture capital firms in its early days, while Airbnb was turned down by seven prominent investors who now regret their decision. 🌍 The book reveals that Airbnb's expansion into Cuba in 2015 required secret negotiations that began nine months before President Obama announced the restoration of diplomatic relations with the country.