The 11 Greatest Oliver Tree Songs of All Time

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

1. 1
   Hurt

   A breakout 2018 single blending alternative pop with his quirky persona.
   1000pts
2. 2
   When I'm Down

   The viral 2016 collaboration with Whethan that helped launch his career and led to his Atlantic Records deal.
   753pts
3. 3
   Cowboys Don't Cry

   A standout from his cowboy-themed era with a country-tinged twist.
   652pts
4. 4
   Cash Machine

   An early viral single with a distinctive irreverent music video.
   565pts
5. 5
   Flowers

   A 2026 single from his album Love You Madly Hate You Badly.
   462pts
6. 6
   Let Me Down

   An emotive single showcasing his melodic songwriting.
   339pts
7. 7
   I'm Gone

   A catchy alt-pop cut from Ugly Is Beautiful.
   339pts
8. 8
   Alien Boy

   A 2018 fan-favorite single defining his early sound.
   0pts
9. 9
   Life Goes On

   His 2021 breakout hit that went viral on TikTok, reached number 71 on the Billboard Hot 100 and went platinum in the US and Canada.
10. 10
    Miss You

    His 2022 collaboration with Robin Schulz reworking 'Jerk' into a dance-pop smash that reached number three in the UK and went multi-platinum worldwide.
11. 11
    Jerk

    A 2020 track from Ugly Is Beautiful whose wistful hook became a fan favorite and later the basis for his worldwide hit 'Miss You' with Robin Schulz.

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