Scouted by singer Lee Sun-hee, Lee Seung-gi trained for 2 years before debuting on 5 June 2004 at the age of 17.Because You're My Girl, his debut song from his first album The Dream Of A Moth, was a popular ballad which created a "liking older women" syndrome in South Korea.With this song, he won the "Best Newcomer" award in various music awards ceremonies in 2004 such as the KM Music Festival and Seoul Music Awards.

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On 21 January 2016 according to his agency Hook Entertainment Lee will be enlisting on February 1.

As a gift to fans, Lee also released a new track on January 21 at noon, “I Am Going To The Military".

In fact, his new song "I'm Going to The Military" has achieved an all-kill on real time music charts.

Lee has had numerous hit songs such as "Because You're My Woman", "Will You Marry Me", and "Return".

Lee garnered further success as an actor with leading roles in popular dramas such as Brilliant Legacy, My Girlfriend Is a Nine-Tailed Fox, and Gu Family Book.

In the variety show field, Lee is well known as a member of the first season of weekend variety show 1 Night 2 Days from November 2007 to February 2012, and the MC of talk show Strong Heart from October 2009 to April 2012.His achievements and major success in these three fields as a singer, actor and show host, earned him the title of "Triple Crown Prince" or "Triple Threat" entertainer.Lee released a digital single Will You Marry Me in 2009, which became a big hit in South Korea although there was no official promotion.With this single, he received the "Digital Single Bonsang" award in the 24th Golden Disk Awards.In 2010, he recorded a duet version of his 2007 song Smile Boy with South Korean figure skater Kim Yuna, and the song was the official 2010 FIFA World Cup commercial song for the second consecutive time in the 25th Golden Disk Awards with his song Love Taught Me To Drink even though it was not promoted actively.On 6 March 2012, Lee officially debuted in Japan by releasing his First Japan Debut Album Time for Love (also translated as Alone in Love, Generation of Love, and Era of Love) and a single of the same title which was ranked number one on Oricon Daily Chart.