In January 2016 she signed the film Jaya Janaki Nayaka under the direction of Boyapati Srinu opposite Bellamkonda Sreenivas In February 2016 she signed Surender Reddy's Dhruva starring opposite Ram Charan for the second time.
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She earned her first Best Actress (Telugu) award at 6th South Indian International Movie Awards. Ntr and Boyapati Srinu's Sarrainodu opposite Allu Arjun. Singh was then selected as the female lead in half-a-dozen, four of which are high-profile Telugu films: Surender Reddy's Kick opposite Ravi Teja, Srinu Vaitla's Bruce Lee opposite Ram Charan, Sukumar's Nannaku Prematho opposite Jr. Singh at the Teach For Change event in 2018 Her next released film was Pandaga Chesko in which she was starred opposite Ram Pothineni and directed by Gopichand Malineni.
She received her second Best Actress nomination at 62nd Filmfare Awards South. She received positive reviews for her performances in both films, with 123Telugu claiming that she was "slowly becoming a star actress". Nageswara Reddy's Current Theega were her next releases. By mid-2014, she was working on three Telugu films simultaneously, which were directed by Sriwass, G. In 2014, she debuted in a starring role in Bollywood with Divya Kumar's directorial debut Yaariyan, after which her third Tamil film Yennamo Yedho released. In November 2013 she was seen in Venkatadri Express in Telugu, the latter becoming a commercial success and earning her first Best Actress nomination at the 61st Filmfare Awards South. In Jan 2013 she appeared in a Tamil film titled Puthagam. In 2012, she appeared in a supporting role in the Tamil film Thadaiyara Thaakka. The film was also made in Tamil simultaneously titled as "Yuvan" with the same cast but different director. She returned to films in 2011, featuring opposite Siddharth Rajkumar in Keratam which was released both in Telugu and Malayalam languages, though critics noted that "she got very little screen time". Apart from the People's Choice Miss Indiatimes, she won four subtitles at the pageant including Pantaloons Femina Miss Fresh Face, Femina Miss Talented, Femina Miss Beautiful Smile and Femina Miss Beautiful Eyes. She won critical acclaim for her role in the film before returning to complete her degree and compete in the 2011 Femina Miss India pageant. She stated that she signed up the film "with the aim to earn a little extra pocket money" and that she was unaware "how big south Indian films were".
In 2009 she made her acting debut in the Kannada film, Gilli, a remake of Selvaraghavan's 7G Rainbow Colony. Singh, who said that she had always dreamt of being an actress, began her career in modelling at age 18 while she was still in college.