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Some Songs I Play When I’m Heartbroken

6 min readJul 31, 2026

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500 Days Of Summer

Love is beautiful, but love can be terrible.

When we decide to love something or someone, we subconsciously make a deal with ourselves that we aren’t prepared for. We are required to accept that one day, unable to know when, this love we adore, and live for, will eventually end. Either in death, or in time.

I’ve always said love is the best and worst thing in the world. But I wouldn’t want to live without it. It’s necessary to live a full life, and I also believe that we must find love in everything we do. Even if it may end in heartbreak. That also means finding love in songs that remind us we don’t have it anymore.

What came first? The music or the misery?
- Rob Gordon, High Fidelity

If you can’t check into the heartbreak hotel, you can read for free here

Hate Ya 2 — Taylor Vick

Free Company album cover — Taylor Vick

What better way to kick things off than with a song about hating someone?

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For all things music related. What’s in your (snob) library?