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In the last two years, O’Brien has been dropping micro-mixtapes - “ It Was A Sad F-ing Summer” and “ The Results of My Poor Judgement” - which package tracks with similar narratives together but avoid the demand of a full album. Like earlier artists Ariana Grande and Taylor Swift, O’Brien has never been known to follow the typical album release pattern. O’Brien has split her sophomore album into two parts: “ Episodes: Season 1,” released earlier this June, and “Episodes: Season 2,” which is set to debut later this year. O’Brien followed up with her first album “ Was It Even Real?” in 2019, showcasing her artistry as well as a more mature outlook on the more challenging parts of her life.
Whether it be about moving on from a nasty breakup or battling depression, “It’s Not That Deep” was a display of what would become O’Brien’s signature brutal honesty. Her first EP, “ It’s Not That Deep,” was a collection of five pop tracks. O’Brien has never been one to shy away from difficult and raw emotions, remaining honest with her audience about what she is going through. Last year, O’Brien’s song “ Josslyn,” went viral on TikTok, inspiring dances and even a collaboration with rapper 24kGoldn. 10 on the Billboard Hot 100 Charts and has received over 1 billion streams on Spotify to date. In 2016, she featured on the track “ i hate u, i love u,” alongside gnash, another pop artist. Even at just 21 years old, singer-songwriter Olivia O’Brien already has multiple hits under her belt.
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