2009–2010: Rising popularity and breakthrough

Yoon debuted in the daily sitcom High Kick Through the Roof and rose to fame for his role as a semi-rebellious teenager.^[2] He was nominated for Best New Actor in TV at the Baeksang Arts Awards, and won MBC's Best Couple award with his co-star Shin Se-kyung.

The following year, Yoon was cast as the main character in the slice-of-life television series King of Baking, Kim Takgu. The drama's writer, Kang Eun-kyung, saw Yoon in High Kick Through the Roof and picked him for the role.^[3] The series was one of the most watched shows in South Korea in 2010 with a final episode viewership rating of 50.8%; and Yoon became a household name in Korea.^[4][5][6][7] Due to the drama's popularity, Yoon and co-star Lee Young-ah were named promotional ambassadors for North Chungcheong Province.^[8]

The same year, Yoon had his first big screen debut with a leading role in the horror movie Death Bell 2: Bloody Camp.^[9][10]

Yoon appeared in a commercial for the cellphone Bubi Bubi with the famous girl group T-ara. He also sung 4 singles for the soundtrack of the commercial.^[11]

2011–2014: Leading roles

In 2011, Yoon was cast to replace Kim Jaewon, who withdrew after suffering from multiple injuries on the first day of filming, in the romantic-comedy Me Too, Flower!. He played a millionaire masquerading as a parking attendant and entering into relationship with an abrasive female police officer (Lee Ji-ah).^[12] However, the drama scored low viewership ratings and had to be pre-empted.

In 2012, Yoon starred in the Japanese web drama Brand Guardians, based on a story about a Korean youth who travels to Japan to make it as a fashion stylist. The project was orchestrated by the JAFIC (Japan Apparel-Fashion Industry Council) to increase awareness of Japanese fashion.^[13] He then filmed his first Chinese drama Happy Noodles.^[14] On December 8, Yoon won the Popular Star Prize in China at the 2012 Asia Top 10 Popular Star Awards by CETV.^[15]

In 2013, he starred in the cable series My Cute Guys, the third installment of tvN 's "flower boy" series. Yoon plays a genius game developer, who accidentally enters the life of a modern Rapunzel (played by Park Shin-hye).^[16][17] The series was the highest sold cable drama ever to Japan.^[18] Yoon then became a cast member of Barefooted Friends, which was his first variety show.^[19] In October, Yoon was cast in KBS's romantic comedy series Prime Minister & I alongside Lee Beom-soo and Girls' Generation's Yoona.^[20] He lent his voice for the animated movie Doraemon: Nobita's Secret Gadget Museum.

In 2014, Yoon starred opposite Yeo Jin-goo in the film Mr. Perfect, where he plays a professional golfer who loses everything but later becomes a golf coach.^[21]

2016–present: Comeback from military service

After completing military service, Yoon starred in JTBC's historical fantasy drama Mirror of the Witch, playing Joseon's famous doctor Heo Jun. The drama is a fictional story about a young Heo Jun and his journey to lift a curse for a princess (played by Kim Sae-ron), whom he later fell in love with.^[22] In May 2016, he became a regular cast member of the third season of popular variety show 2 Days & 1 Night.^[23]

In October 2016, Yoon was cast in a three-episode miniseries, Romance Full of Life, which is part of MBC's 9-episode miniseries, Three Color Fantasy. The drama premiered in March 2017.^[24] The same year, Yoon starred in KBS2's youth drama Hit the Top.^[25]

In 2018, Yoon starred in the historical romance melodrama Grand Prince.^[26] The series was a ratings success becoming the highest rated TV Chosun drama since the network's establishment in 2011.^[27][28] He next starred in the legal drama Your Honor, playing double roles as a judge and convict. Yoon play as a twin named Han Kang-ho and Han Soo-ho. Han Soo-ho is a top judge who is very attached to personal belongings, meanwhile Han Kang-ho is a five-time convicted criminal who takes over his twin's job after his brother mysteriously disappears.^[29] In the same year Yoon was cast in the film Private Woman alongside Kim Yoon-hye. Yoon will play the role of a man who has a big scar on his heart and sentimental memories from his relationship with his first love.^[30]

In 2019, Yoon starred in historical drama Nokdu Flower.^[31][32] In the same year, Yoon starred in tvN's comedy thriller drama, Psychopath Diary. Yoon plays a naive and pushover stockbroker, who begins to believe he is a psychopathic murderer after an accident which results in amnesia and the discovery of a diary in his possession.^[33] He did voice acting for the animated movie Paboos (2019) as Doctor Flag and also in another animated movie Bakugan:Battle Force (2019) as Enemy 1.

In 2020, Yoon starred in OCN (TV channel)'s action-romance drama, Train (TV series). Yoon plays a dual role as Seo Do-Won, a police officer on the path of atonement in universe "A" and a senior police inspector who has chosen the path of corruption in universe "B".

Film

Television series

Web series

Television show

Host

Music video

Soundtrack

Listicles