In June 2010, Woollim debuted their first ever boy group, Infinite.[4]
In August 2013, Woollim Entertainment merged with SM Entertainment's subsidiary SM Culture & Contents (SM C&C) to form "Woollim Label", an independent record label whose music would be different from SM Entertainment's sounds with their own color of music and an eclectic lineup of artists.[5]
In November 2014, Woollim debuted their first girl group, Lovelyz.[6]
On March 21, 2016, SM C&C announced that it decided to separate its video content business from its music content business. SM C&C established Woollim Entertainment (Woollim Entertainment Co., Ltd) to handle its music content business, with SM C&C owning all stocks of the company. The partition came into effect on June 8, 2016.[7]
In August 2017, Woollim debuted their second boy group after seven years, Golden Child.[8]
In August 2019, Woollim debuted their second girl group, Rocket Punch.[9] In October 2020, Woollim debuted their third boy group, Drippin.[10]
In late-April 2021, Following the disbandment of Produce 48 group Iz*One, Woollim then-trainees Kwon Eun-bi and Kim Chae-won returned to the company.[11][12] In September 2021, Kim Chae-won left the company.[13]
On November 1, 2021, Woollim Entertainment announced 7 out of 8 members of Lovelyz contract expired on November 16. Among the members, only Baby Soul, now using her real name Lee Su-jeong, has re-signed with the company, while the remaining members did not re-sign.[14]