A series about what it's really like to start a business.
Startups frequently face a "trough of sorrow," a critical period where initial excitement wanes and the viability of a business model is tested against reality. Justin Kan and Emmett Shear experienced this firsthand after Google launched a competing calendar service, forcing them to abandon their first venture. Their s...
Gimlet Media faces the ethical dilemma of balancing journalistic integrity with the financial necessity of advertising. Host-read ads, particularly those involving personal endorsements, risk undermining the credibility of the network’s investigative shows. While advertising currently sustains operations, the company o...
Online dating remains an inefficient, often unpleasant experience, characterized by high failure rates and deceptive profiles. Dating Ring, a startup founded by Lauren Kaye and Emma Tesler, attempts to solve these issues by scaling the traditional, human-centric practice of matchmaking. The company’s journey involves n...
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