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ESPN, NYT & The Future of D.T.C.

A surprising conversation with Andrew Rosen, the digital media savant, on how the Times and ESPN’s digital paths diverged, and who’s getting in right in the long run.

Jimmy Pitaro
"If you listen to The Times Company’s Q2 earnings call and hear C.E.O. Meredith Kopit Levien talk about the business, then compare it to ESPN chairman Jimmy Pitaro’s interviews, you hear two very different stories," says digital media advisor Andrew Rosen. Photo: Meg Oliphant/Getty Images
Dylan Byers
August 29, 2025

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On Thursday, in a daring attempt to thread the needle of work-life balance, I opened the new ESPN app to catch a few strokes from the U.S. Open while simultaneously fielding texts from members of The New York Times masthead who were eager to pick over the finer points of my most recent analysis of their business. (Broadly speaking, they agreed with the gist.)