# What is the best Oliver Tree song?

> Viral alt-pop oddities, surreal cowboy anthems, and genre-bending collaborations capture one of the strangest showmen in modern music. Cast your vote!

*By YPB Team · Published June 19, 2026 · https://youpick.best/ranking/what-is-the-best-oliver-tree-song*

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## Current results (3 votes)

1. **Hurt** — 66.67% (2 votes · score 1000/1000)
   A breakout 2019 single blending alternative pop with his quirky persona.
2. **When I'm Down** — 33.33% (1 votes · score 753/1000)
   The viral 2017 song that helped launch his career.
3. **Cowboys Don't Cry** — 0% (0 votes · score 652/1000)
   A standout from his cowboy-themed era with a country-tinged twist.
4. **Cash Machine** — 0% (0 votes · score 565/1000)
   An early viral single with a distinctive irreverent music video.
5. **Flowers** — 0% (0 votes · score 462/1000)
   A 2025 single from his album Love You Madly, Hate You Badly.
6. **Let Me Down** — 0% (0 votes · score 339/1000)
   An emotive single showcasing his melodic songwriting.
7. **I'm Gone** — 0% (0 votes · score 339/1000)
   A catchy alt-pop cut from Ugly Is Beautiful.
8. **Alien Boy** — 0% (0 votes · score 188/1000)
   A 2018 fan-favorite single defining his early sound.

Tags: pop, music, alternative, oliver tree