When Sam Reich bought CollegeHumor from Barry Diller’s IAC for pennies in January 2020, the comedy site was long past its heyday. A few months later, the pandemic hit. It wouldn’t have been a surprise if CollegeHumor had vanished entirely. Instead, Reich pushed the company to lean into Dropout, the subscription streaming part of the business, and create more improvised comedy content that lent itself well to viral clips on TikTok and YouTube. Today, Dropout has a dedicated fanbase of hundreds of thousands of subscribers and is even talking about establishing a revenue-sharing model with its employees. Vox’s Peter Kafka talks with Reich about how he turned it all around, and what it’s like to be on-camera talent and everyone’s boss.

Host: Peter Kafka (@pkafka), Senior Editor at Recode

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