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While recovering from H1N1, he could not attend the Seoul International Drama Awards to accept the award on his behalf, his band mates of SS501: Heo Young Saeng, Kim Kyu Jong, and Kim Hyung Jun were present for the award show. He was treated in a Toyko hospital and was discharged on 15 September 2009. In September 2009, during promotions in Yokohama, Japan for Boys Over Flowers, Kim was diagnosed with H1N1. They staged two concerts for the encore closure on 27 February and 28 February 2010 respectively. They continued their tour in Shanghai, Taipei, and Bangkok before returning to Seoul for a closing encore concert. Their Asia Concert Tour began in mid-August 2009 in Seoul at the Olympic Park. In 2009, SS501 released the album SS501 Collection, in which they each sang a solo song, along with being featured in a mini drama music video. A role for which he won the Best Actor Award at the Seoul International Drama Awards 2009 and the Popularity Award at the 45th PaekSang Arts Awards. Whilst in Japan in 2008, Kim was cast as Yoon Ji Hoo in the Korean drama Boys Over Flowers. The couple made their official exit from the show in episode 38, on 14 December 2008, due to scheduling conflicts with Boys Over Flowers. Known as the "Lettuce Couple", Hyun Joong and Hwang Bo went on to win MBC's Best Couple Award. In May 2008, Kim joined the cast of We Got Married in episode nine. The group appeared on the 2006 show, Thank You For Waking Me Up where he was proven to be a heavy sleeper, and the MNet show Idol World in 2007, in which SS501 did various activities in Japan. On 8 June 2005, Kim made his entertainment debut as the leader of SS501. In February of 2012, He enrolled into 공주영상대학교 Kongju Communication Arts (KCAU) to study applied music. In 2011, he enrolled in Chungwoon University to study stage production management. Kim returned to school and graduated in 2006 after debuting as a member of SS501. Kim proceeded to audition for DSP Media (formerly DSP Entertainment) and became a member and leader of SS501. While the group underwent training together, they were asked by their company to debut in China as a Hallyu project group, but the group rejected the offer and disbanded.
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Han Yeon of B2Y (now disbanded) was to be the Leader and Kim the maknae. Initially he was to debut in a 5 member group. During the years 20 when he was 14–15, while working as a waiter in a family restaurant, located at Jamsil-dong, he was introduced to a new set up management company CEO. During his school days, he played bass guitar in a band. He dropped out of school when he decided to become a singer.