Sukumar and Toleti began their career as writers in Telugu cinema and worked as writers for a few films. After writing three scenes for
Jayanth C. Paranjee Bavagaru Bagunnara? (1998), they were summoned by the college to help them in recruiting students. They walked out of the film on moral grounds. Sukumar later assisted
Editor Mohan for
Kshemamga Velli Labhamga Randi (2000) and
Hanuman Junction (2001). Before making his directorial debut, Sukumar worked under
V. V. Vinayak for
Dil (2003) as an assistant director.The success of
Arya catapulted Sukumar into stardom overnight. and the
Best Screenplay Writer award at the annual
Nandi Awards ceremony. Sukumar then began working on the script of
Jagadam (2007), a crime film starring
Ram Pothineni and Isha Sahni. Unlike
Arya,
Jagadam focused more on violence and in an interview with
South Scope, Sukumar called the film an "act of bravado", adding that he "made it with an innocent passion", without thinking about the audience's response. whereas
Rediff called it a "good effort". Following the mixed reviews,
Jagadam was a box office failure, although, over the years, it has gained a major cult following. He then wrote and directed
Arya 2 (2009), which was promoted as the namesake sequel to his debut
Arya. It featured Allu Arjun,
Kajal Aggarwal, and
Navdeep in the lead roles and narrated the story of Arya, a psychotic orphan whose love for his childhood friend, Ajay, and his colleague, Geetha, is never reciprocated. The film received mixed reviews from critics. However,
Arya 2 became one of the few successful Telugu films of the year, and was praised for its stylistic quotient and music. but lost it to
S. S. Rajamouli for
Magadheera. Rajamouli stated that he regards Sukumar as the best of the lot after watching
Arya 2, which according to Sukumar "was the most precious and sweetest thing I have heard about myself".
100% Love was commercially successful, collecting a share of ₹18.11 crore and received the
Best Home-viewing Feature Film award at the annual Nandi Awards ceremony. Sukumar earned another nomination for the Filmfare Award for Best Director – Telugu at the
59th Filmfare Awards South, and a nomination for the Best Director – Telugu at the
1st South Indian International Movie Awards.
Darker themes: 2014–present '' 2018. After completing
100% Love, Sukumar began working on
1: Nenokkadine, a
psychological thriller keeping
Mahesh Babu in mind as the protagonist as he felt that Mahesh had a universal appeal in terms of looks. The incident of a bus driver talking about a young boy who claims that his parents were murdered in that bus was taken as the story's base. He worked on the film's script for two months, and considered it as his dream project.
1: Nenokkadine was released on 10 January 2014 globally and received mixed reviews from the critics. While Suresh Kavirayani of
Deccan Chronicle opined that Sukumar "fails to deliver" and the story is "run of the mill", Sangeetha Devi Dundoo of
The Hindu stated, "Habitual to watching films that begin with a great premise only to fall into the commercial trap of force-fit comic situations, it comes as a relief when Sukumar laces the psychological thriller with subtle wit that never takes the focus away from the plot". Following the mixed reviews,
1: Nenokkadine collected approximately 28.9 crore share worldwide on a budget of 6070 crore, thus becoming a commercial failure. Over the years,
1: Nenokkadine became a major cult film. In 2014, he wrote and directed a 3-minute short film
I Am That Change produced by and starring Allu Arjun. Upon its release, the short film received viral response online and was acclaimed by many including celebrities for its concept and execution. Following the demise of his father Tirupathi Naidu, Sukumar decided to direct
Nannaku Prematho starring
N. T. Rama Rao Jr. and
Rakul Preet Singh in the lead roles.
Nannaku Prematho, which was Rama Rao Jr.'s 25th film as an actor, dealt with an emotional relationship between a father and his son spanning the last 30 days of the father's life. Released on 13 January 2016,
Nannaku Prematho received positive reviews from the critics. Pranita Jonnalagedda of
The Times of India stated that the viewers see ups every time when Sukumar "decides to listen to his inner self and gives us some interestingly conceived sequences" and downs come whenever he "gives in to the prerequisite mandates of Telugu cinema". An above average grosser at the domestic box office,
Nannaku Prematho became the third highest grossing Telugu film of all time in the overseas market. His 2018 period action film with
Ram Charan titled
Rangasthalam received positive reviews with particular praise for Ram Charan's performance, and Sukumar's direction and screenplay.
Rangasthalam ended up as
one of the highest-grossing Telugu films of all time. Post the success of
Rangasthalam, Sukumar started working on the period action drama,
Pushpa: The Rise (2021), starring
Allu Arjun and
Rashmika. Budgeted between 170200 crores, it was released as a pan-Indian film and although it received mixed reviews from critics, the film was well received by the audiences and went on to get amazing commercial reception in Telugu, Hindi, and Tamil languages earning a total gross of 373 crores by the end of its theatrical run. Post the success of
Pushpa: The Rise, Sukumar announced that the sequel,
Pushpa 2: The Rule, is in development and production commenced in 2022. The film released on 5 December 2024 and was met with critical acclaim. == Personal life ==