Oliver Tree’s musical journey is a testament to the power of internet virality, artistic reinvention, and relentless creativity. From his breakthrough in 2016 to his chart-topping albums and posthumous releases in 2026, Tree carved out a unique space in modern alternative music with his distinctive sound, eccentric persona, and genre-blending approach.
Here’s the complete chronological journey of Oliver Tree’s discography, tracking his evolution from underground viral sensation to Billboard-charting artist.
The Early Days: Viral Breakthrough (2016-2017)
“When I’m Down” (2016) – The Song That Started It All
Oliver Tree’s career began with this collaboration with producer Whethan, which went viral in 2016 and caught the attention of Atlantic Records.
The track’s nostalgic indie-electronic sound and emotionally raw lyrics showcased Tree’s unique artistic vision and led to his major-label signing in 2017.
The EP Era: Building the Foundation (2018-2019)
Alien Boy EP (2018) – Debut Major-Label Release
Tree’s debut EP introduced the world to his quirky, alternative sound and established his “alien” persona. The six-track project included:
- “Alien Boy”
- “All I Got”
- “Enemy” (feat. Whethan)
- “All That”
- “Welcome to LA”
- “Upside Down” oliver
- “Love You Madly” Do You Feel Me? EP (2019)
Oliver Tree’s musical journey is a testament to the power of internet virality, artistic reinvention, and relentless creativity. From his breakthrough in 2016 to his chart-topping albums and posthumous releases in 2026, Tree carved out a unique space in modern alternative music with his distinctive sound, eccentric persona, and genre-blending approach.
Here’s the complete chronological journey of Oliver Tree’s discography, tracking his evolution from underground viral sensation to Billboard-charting artist.
The Early Days: Viral Breakthrough (2016-2017)
“When I’m Down” (2016) – The Song That Started It All
Oliver Tree’s career began with this collaboration with producer Whethan, which went viral in 2016 and caught the attention of Atlantic Records.
The track’s nostalgic indie-electronic sound and emotionally raw lyrics showcased Tree’s unique artistic vision and led to his major-label signing in 2017.
The EP Era: Building the Foundation (2018-2019)
Alien Boy EP (2018) – Debut Major-Label Release
Tree’s debut EP introduced the world to his quirky, alternative sound and established his “alien” persona. The six-track project included:
- “Alien Boy”
- “All I Got”
- “Enemy” (feat. Whethan)
- “All That”
- “Welcome to LA”
- “Upside Down” oliver
- “Love You Madly”
Do You Feel Me? EP (2019)
Released in August 2019, this follow-up EP continued to build momentum with singles like “All You Ever Talk About” and further established Tree’s signature blend of alternative rock, electronic, and hip-hop influences.
2020: The Breakthrough Album
Ugly Is Beautiful (July 17, 2020) – Debut Studio Album
Tree’s debut album marked his commercial breakthrough, debuting at #1 on the Billboard Top Rock Albums and Alternative Albums charts, and reaching the Top 15 on the Billboard 200.
Tracklist:
- “Me, Myself & I”
- “1993” (feat. Little Ricky ZR3)
- “Cash Machine”
- “Let Me Down”
- “Miracle Man”
- “Bury Me Alive”
- “Alien Boy”
- “Joke’s On You!”
- “Again & Again”
- “Hurt”
Tracklist:
- “Me, Myself & I”
- “1993” (feat. Little Ricky ZR3)
- “Cash Machine”
- “Let Me Down”
- “Miracle Man”
- “Bury Me Alive”
- “Alien Boy”
- “Joke’s On You!”
- “Again & Again”
- “Hurt”
Key Singles:
- “Hurt” – Became one of Tree’s biggest hits, reaching #4 on the Billboard Alternative Airplay chart and #11 on the Hot Rock Songs chart, later certified Gold.
- “Let Me Down” – Early single that built anticipation for the album.
- “Life Goes On” – Released as part of the deluxe edition, this track would later become Tree’s biggest Billboard hit.
Deluxe Edition: “Ugly Is Beautiful: Shorter, Thicker & Uglier” (2021) The deluxe version added new tracks including “Life Goes On,” “Every Type of Friend,” and “Out of Ordinary”.
2021-2022: Chart Success and Reinvention
“Life Goes On” (2021) – Billboard Hot 100 Breakthrough
This track from the deluxe edition became Oliver Tree’s highest-charting solo single, peaking at #71 on the Billboard Hot 100 and spending 12 weeks on the chart. The song also reached #33 on the UK Official Charts and experienced a massive resurgence on Spotify’s Global Chart following Tree’s passing in 2026.
Cowboy Tears (February 18, 2022) – Second Studio Album
Tree’s sophomore album showcased a country-influenced reinvention, complete with cowboy aesthetics and a more melancholic sound.
Tracklist:
- “Cowboys Don’t Cry”
- “Swing & A Miss”
- “Get Well Soon”
- “Freaks & Geeks”
- “Doormat”
- “Suitcase Full of Cash”
- “Cigarettes”
- “Balloon Boy”
- “Things We Used To Do”
- “Get Over It”
- “Tears”
- “Get Well Soon (Reprise)”
- “Get Well Soon (Outro)”
The deluxe edition “Cowboy Tears: Drown the World in a Swimming Pool of Sorrow” expanded the album to 28 tracks.
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2023: Global Domination
“Miss You” with Robin Schulz (2022-2023) – International Hit
This collaboration became one of Oliver Tree’s biggest commercial successes, peaking at #81 on the Billboard Hot 100 and reaching #3 on the UK Official Charts. The track also topped charts in Lithuania and reached the Top 40 in Austria, Ireland, and multiple other countries.
Alone in a Crowd (September 29, 2023) – Third Studio Album
Tree’s third album continued his experimental approach with a more introspective sound.
Tracklist:
- “Bounce”
- “One & Only”
- “Essence” (feat. Super Computer)
- “Star”
- “Fairweather Friends”
- “Smile”
- “Ugly Side”
- “Highlight of My Life”
The album also included “Miss You” as a bonus track, which became the most-streamed song from the project with over 856 million streams.
2024-2026: Final Chapter
“Superhero” (2025) – Comeback Single
After a two-year hiatus, Tree returned with “Superhero,” his first single in two years, announcing his next album.
Love You Madly Hate You Badly (April 24, 2026) – Fourth and Final Studio Album
Tree’s fourth and final album was released on April 24, 2026, featuring 17 tracks including “My Only Friend,” “I Need You,” “Glow On,” “Sideways,” and “Hey Shorty”.
Notable Tracks:
- “My Only Friend”
- “I Need You”
- “Glow On”
- “Sideways”
- “Hey Shorty”
- “Fuck The Whole World”
Chart Performance Summary
Billboard Hot 100 Hits:
- “Life Goes On” – #71 (2021)
- “Miss You” (with Robin Schulz) – #81 (2022) Alternative Airplay:
- “Hurt” – #4 UK Official Charts:
- “Miss You” – #3
- “Life Goes On” – #33
- “Voices” (with KSI) – #11
The Legacy
Oliver Tree’s musical journey from the viral success of “When I’m Down” in 2016 to his final album in 2026 represents one of the most unique and creative runs in modern alternative music. His ability to blend genres, reinvent his aesthetic with each album cycle, and maintain artistic integrity while achieving commercial success set him apart from his peers.
Following his tragic passing in 2026, his music experienced a massive resurgence, with “Life Goes On” climbing to #14 on the Global Spotify chart with 3.48 million streams
, proving that his impact on music and culture would endure far beyond his lifetime.
, proving that his impact on music and culture would endure far beyond his lifetime.
