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One day in the 1990s, Alan Jay received a surprising phone call at work from Jeff Bezos's assistant, who said the Amazon founder wanted to meet with him during an upcoming trip to the UK. That meeting would eventually lead to Amazon acquiring IMDB, the movie database Alan had co-founded.

After the acquisition, Alan didn't rest on his laurels; over the next two decades, he went on to co-found two other media companies – one in entertainment and the other sports – both of which had their own successful exits. In a recent interview, Alan told the origin story of IMDB, walked through how he built the two other media properties, and explained why it's much harder to launch a media business today compared to 20 years ago.

1563 Why $28M+ ARR Wrike Tests New Channels at 24 Month Payback, Then Stabilizes at 12 Month Payback Over Time