2014–present: Acting career and change of label
In March 2014 it was announced that Nana would be a member on a new SBS variety show called Roommate. The show features 11 celebrities living in one house. In April, Nana became the host for the second season of OnStyle's Style Log, along with Hong Jong-hyun and Cho Min-ho. In August 2014, Nana participated in the Chinese fashion elimination show Muse Dress, and emerged runner-up in the competition. She also had a cameo role in the Korean film Fashion King, which was released on November 6, 2014.
In early 2015 Nana debuted as an actress, starring in the Chinese television drama Love Weaves Through a Millennium, a remake of the Korean drama Queen In-hyun's Man (2012). The same year, she starred in the Chinese romantic comedy film Go Lala Go 2, the sequel to Go Lala Go!.
In February 2016, Nana joined the cast of Real Men for the fourth season's female soldier special. Later in the year, she was cast in a supporting role in the television drama The Good Wife, a remake of the American series of the same name Nana earned positive reviews for her role as Kim Dan, and received the Rookie Actress award at the 2016 Asia Artist Awards. Following her success on the small screen, Nana was cast alongside her The Good Wife co-star, Yoo Ji-tae in the crime comedy film The Swindlers (Conman), as the only female lead. The film garnered 213,185 admissions on the first day of its release and topped the local box office for three consecutive weeks.
In 2017, she was cast in her first leading role, in the romantic thriller Four Men, but decided to leave the cast due to delays in production.
In 2019, Nana starred in OCN's crime drama Kill It, playing detective Do Hyun-jin. The same year, she starred in KBS's melodrama Justice, based on the web novel Justice, written by Jang Ho and illustrated by Elja, as prosecutor Seo Yeon-ah. Nana once again received acclaim, earning herself an Excellence Award from the 2019 KBS Drama Awards.
In 2020, Nana was announced to star in a mystery thriller film, Confession, based on a Spanish film Contratiempo (The Invisible Guest), alongside So Ji-sub and Yunjin Kim.
In July 2020, Nana starred with Park Sung-hoon as the lead actress for KBS's drama Memorials. The drama gathered anticipation due to the series being based on the screenplay by Moon Hyun-kyung, the grand prize winner at the Broadcasting Content Promotion Foundation (BCPF)'s 10th Find the Desert's Shooting Star Screenplay Competition, held in 2018. Nana also made her return to music after 6 years through the drama with the release of her first soundtrack, "Our Memories in Summer" (우리의 여름처럼) with co-star Park Sung-hoon. On September 7, it was confirmed that Nana would star in a new MBC drama Oh My Ladylord with Lee Min-ki set to premiere on March 24, 2021.
After the completion of Oh My Ladylord, it was announced in May 2021, that Nana was cast in Netflix's upcoming series Glitch as "Heo Bora" alongside actress Jeon Yeo-been.
On December 8, 2021, Nana renewed her contract with Pledis Entertainment for the third time. In September 2024, Nana left Pledis Entertainment after 15 years, and signed with new agency Sublime.