For Academy Award winners and long-time collaborators Leonardo DiCaprio and Martin Scorsese , a dissection of their creative processes over dinner is no strange occasion. Beyond being filmmaking partners, the two are also friends, with DiCaprio telling TIME in an interview that Scorsese’s Wolf of Wall Street was one of the “most free and exciting and spontaneous and hilarious film productions I’ve ever been a part of. I’ve never seen Martin Scorsese that happy on a set in my life.” So it was only natural for Scorsese to join DiCaprio, TIME’s 2025 Entertainer of the Year , in conversation onstage at the “A Year in TIME” event in New York City on Dec. 10.

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Leading up to the rollout of TIME’s Person of the Year issue, “A Year in TIME” also featured conversations with 20

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