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The End of the Line

September 2025

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Esquire US

My friend told me simply that he couldn't go on. Then he asked something extraordinary of me.

- BY ANDY CHALEFF

The End of the Line

I“I'M GOING TO END MY life by the end of the year,” he said over a call one morning, as casually as if discussing weekend plans. I was sitting on my sofa, the same place I'd been while we shared countless conversations about faith, doubt, and the meaning of it all. But this wasn't philosophy. It was a declaration. The autumn light suddenly felt colder, as if the season itself had paused to listen.

I waited for the qualifier—the “just kidding.” Instead he added, “Please don’t try to convince me otherwise. Everyone else is. I just need one person who can be with me, without trying to fix me. Someone who can witness this. If you can’t, I understand. But I won’t take this trip with anyone who won't honor it.”

That was the moment our friendship became something entirely different. No longer a casual back-and-forth about life’s abstractions but a slow walk to the edge—together.

We met the way many modern friendships begin—through a podcast. He interviewed me for his show, and afterward we kept talking. What started as a followup message turned into voice notes, late-night calls, and eventually a strange kind of closeness that neither of us expected. Our bond deepened when he became the editor of a podcast I cohosted. Over the course of nearly 300 episodes, he didn’t just edit the show. He infused it with his presence.

He was 56. A former-minister-turned-podcaster, someone who had spent years helping others question and rebuild their faith. When I asked if he was depressed, he said, “No. Everyone thinks that. But I’m not.” He never mentioned any drama, breakdown, or addiction. “It’s not some crisis,” he told me. “It’s just clarity. Or maybe resignation—I don’t know anymore.” He said he'd tried antidepressants, mostly to appease those around him. “Didn't move the needle,” he said with a shrug.

“The party ended for me years ago,” he said, “and I've just been lingering around the punch bowl.”

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