He made his debut as a member of HOTSHOT with the release of the digital single "Take a Shot" on October 29, 2014. Sungwoon participated in Mnet's reality survival show Produce 101 between April and June 2017. He finished in 11th place in the finale, thus debuting as a member of Wanna One.
Wanna One officially debuted on August 7, 2017 with their first mini album 1X1=1 (To Be One). All of Wanna One's activities came to an end as their contracts expired on December 31, 2018. The group officially disbanded on January 27, 2019, following the end of the last day of their final concert Therefore.
He made his solo debut on February 28, 2019 with the mini album My Moment. On November 2, 2021, both he and Star Crew Entertainment announced that his exclusive 7-year contract with them expired on October 31 and he decided not to renew. He released one final album under the agency, Electrified : Urban Nostalgia on November 19.
On December 24, it was announced that Sungwoon has signed an exclusive contract with BPM Entertainment. On August 10, 2022, Ha Sung Woon revealed the first teaser for his seventh mini album Strange World, which will be released on August 24. On February 1, 2023, a coming soon teaser was posted on his SNS accounts which revealed that he will be releasing his fifth digital single, "Snowy Stars", on February 8.
On June 13, 2024, SPOTV News reported that Ha Sung Woon will be making his first comeback since his military discharge in July with a mini album. On June 24, a teaser was posted for his eighth mini album, Blessed, which will be released on July 17.
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