When Jim Reeves released “He’ll Have to Go” in late 1959, no one could have predicted just how deeply the song would resonate with listeners. But as 1960 began, the soft, velvet-smooth vocals of Reeves began pouring out of radios across America, capturing the attention of millions.

It wasn’t just a country song; it was a moment, a mood, and a masterpiece that transcended genres. Reeves’ elegant delivery, paired with its haunting melody, gave the world one of the most iconic heartbreak songs of all time — one that would change the landscape of country and pop music in a way few songs ever have.

Jim Reeves had always been admired for his warm tone and gentlemanly presence, earning him the nickname “Gentleman Jim.” But this song…