Jeff Hiller, a 2025 Emmy nominee for “Somebody Somewhere” – is a very funny man. A dramatic man. A theater man. A man with many feelings.
What do thoughtful performers do when they get dumped? They make a screen-worthy speech. A proclamation. Like Julia Roberts saying “Choose me!” in “My Best Friend’s Wedding.” Or Conrad saying “I still love you” on “The Summer I Turned Pretty.”
In this new episode, Jeff shares a hilarious and intimate story about a breakup in his 20s – and the short speech that followed. He and Meredith discuss the pros and cons of making big proclamations, especially if you’re talking to someone who doesn’t even reciprocate. Expect laughter, lessons, and DRAMA.
Love Letters is also an advice column.
Send your question about your relationships (romance, friendship, family, etc.) to loveletters@boston.com. You can also tell Meredith about a speech you made – and how it was received!
Sign up for Meredith’s newsletter – with behind-the-scenes pics, giveaways, and other extras – at boston.com/meredith .
Episode art courtesy of AP.
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