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He auditioned for a small role in ''[[Brahmāstra: Part One – Shiva]]'' (2022) and got selected. However, following advice from his father, Chaturvedi refused to do the film. He was offered a three film contract by the film's producer [[Karan Johar]] of [[Dharma Productions]], which he also refused, after which, he claimed that he was briefly blacklisted from the industry for refusing to do minor roles.[{{Cite web |last=Wadhwa |first=Aman |title=Meet actor, who refused Karan Johar film, was 'blacklisted' from industry; then debuted in Rs 200-crore hit, is now... |url=https://www.dnaindia.com/bollywood/report-siddhant-chaturvedi-refused-karan-johar-film-brahmastra-was-blacklisted-debut-in-rs-200-crore-hit-gully-boy-3107247/amp |access-date=5 February 2025 |website=DNA India |language=en}}] At a success party of ''Inside Edge'', filmmaker [[Zoya Akhtar]], whose brother [[Farhan Akhtar]] produced the show, spotted and asked Chaturvedi to audition for her next directorial ''[[Gully Boy]]'' (2019), which marked his film debut and proved to be his [[breakthrough role]].[{{cite news|url=https://www.hindustantimes.com/bollywood/gully-boy-breakout-siddhant-chaturvedi-reveals-how-zoya-akhtar-discovered-him/story-W8elnNQDG4FkkYlKpCcqWO.html|title=Gully Boy breakout Siddhant Chaturvedi reveals how Zoya Akhtar discovered him|date=17 February 2019|work=Hindustan Times|access-date=6 March 2019|archive-url=https://web.archive.org/web/20190306111548/https://www.hindustantimes.com/bollywood/gully-boy-breakout-siddhant-chaturvedi-reveals-how-zoya-akhtar-discovered-him/story-W8elnNQDG4FkkYlKpCcqWO.html|archive-date=6 March 2019|url-status=live}}] Starring [[Ranveer Singh]] and [[Alia Bhatt]], the film saw Chaturvedi play the supporting role of a street rapper named MC Sher, who fuels the ambitions of [[Ranveer Singh]]'s titular character. Jay Weissberg of ''[[Variety (magazine)|Variety]]'' found Chaturvedi to be "impressive" in his part, and [[Rajeev Masand]] and Rishabh Goel commended his "charming presence".[{{cite news|url=https://variety.com/2019/film/reviews/gully-boy-review-1203135142/|title=Berlin Film Review: 'Gully Boy'|work=Variety|date=10 February 2019|access-date=21 April 2020|archive-url=https://web.archive.org/web/20190915030519/https://variety.com/2019/film/reviews/gully-boy-review-1203135142/|archive-date=15 September 2019|url-status=live}}][{{cite web|url=https://www.news18.com/news/movies/gully-boy-movie-review-an-extraordinary-performance-from-ranveer-singh-2037043.html|title=Gully Boy Movie Review: An Extraordinary Performance from Ranveer Singh|website=News18|date=16 February 2019|access-date=21 April 2020|archive-url=https://web.archive.org/web/20190220201405/https://www.news18.com/news/movies/gully-boy-movie-review-an-extraordinary-performance-from-ranveer-singh-2037043.html|archive-date=20 February 2019|url-status=live}}] At the annual [[Filmfare Awards]] ceremony, he was awarded with the [[Filmfare Award for Best Supporting Actor]] in addition to a nomination for [[Filmfare Award for Best Male Debut|Best Male Debut]].[{{cite news|url=https://www.indiatoday.in/movies/bollywood/story/filmfare-awards-2020-full-list-of-winners-1646860-2020-02-16|title=Filmfare Awards 2020: Full list of winners|work=India Today|date=16 February 2020|access-date=21 April 2020}}][{{cite news|url=https://www.filmfare.com/awards/filmfare-awards-2020/nominations|title=Nominations for Filmfare Awards 2020|work=Filmfare|access-date=3 February 2020|archive-url=https://web.archive.org/web/20200203105210/https://www.filmfare.com/awards/filmfare-awards-2020/nominations|archive-date=3 February 2020|url-status=dead}}] |
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He auditioned for a small role in ''[[Brahmāstra: Part One – Shiva]]'' (2022) and got selected. However, following advice from his father, Chaturvedi refused to do the film. He was offered a three film contract by the film's producer [[Karan Johar]] of [[Dharma Productions]], which he also refused, after which, he claimed that he was briefly blacklisted from the industry for refusing to do minor roles.[{{Cite web |last=Wadhwa |first=Aman |title=Meet actor, who refused Karan Johar film, was 'blacklisted' from industry; then debuted in Rs 200-crore hit, is now... |url=https://www.dnaindia.com/bollywood/report-siddhant-chaturvedi-refused-karan-johar-film-brahmastra-was-blacklisted-debut-in-rs-200-crore-hit-gully-boy-3107247/amp |access-date=5 February 2025 |website=DNA India |language=en}}] At a success party of ''Inside Edge'', filmmaker [[Zoya Akhtar]], whose brother [[Farhan Akhtar]] produced the show, spotted and asked Chaturvedi to audition for her next directorial ''[[Gully Boy]]'' (2019), which marked his film debut and proved to be his [[breakthrough role]].[{{cite news|url=https://www.hindustantimes.com/bollywood/gully-boy-breakout-siddhant-chaturvedi-reveals-how-zoya-akhtar-discovered-him/story-W8elnNQDG4FkkYlKpCcqWO.html|title=Gully Boy breakout Siddhant Chaturvedi reveals how Zoya Akhtar discovered him|date=17 February 2019|work=Hindustan Times|access-date=6 March 2019|archive-url=https://web.archive.org/web/20190306111548/https://www.hindustantimes.com/bollywood/gully-boy-breakout-siddhant-chaturvedi-reveals-how-zoya-akhtar-discovered-him/story-W8elnNQDG4FkkYlKpCcqWO.html|archive-date=6 March 2019|url-status=live}}] Starring [[Ranveer Singh]] and [[Alia Bhatt]], the film saw Chaturvedi play the supporting role of a street rapper named MC Sher, who fuels the ambitions of [[Ranveer Singh]]'s titular character. Jay Weissberg of ''[[Variety (magazine)|Variety]]'' found Chaturvedi to be "impressive" in his part, and [[Rajeev Masand]] and Rishabh Goel commended his "charming presence".[{{cite news|url=https://variety.com/2019/film/reviews/gully-boy-review-1203135142/|title=Berlin Film Review: 'Gully Boy'|work=Variety|date=10 February 2019|access-date=21 April 2020|archive-url=https://web.archive.org/web/20190915030519/https://variety.com/2019/film/reviews/gully-boy-review-1203135142/|archive-date=15 September 2019|url-status=live}}][{{cite web|url=https://www.news18.com/news/movies/gully-boy-movie-review-an-extraordinary-performance-from-ranveer-singh-2037043.html|title=Gully Boy Movie Review: An Extraordinary Performance from Ranveer Singh|website=News18|date=16 February 2019|access-date=21 April 2020|archive-url=https://web.archive.org/web/20190220201405/https://www.news18.com/news/movies/gully-boy-movie-review-an-extraordinary-performance-from-ranveer-singh-2037043.html|archive-date=20 February 2019|url-status=live}}] At the annual [[Filmfare Awards]] ceremony, he was awarded with the [[Filmfare Award for Best Supporting Actor]] in addition to a nomination for [[Filmfare Award for Best Male Debut|Best Male Debut]].[{{cite news|url=https://www.indiatoday.in/movies/bollywood/story/filmfare-awards-2020-full-list-of-winners-1646860-2020-02-16|title=Filmfare Awards 2020: Full list of winners|work=India Today|date=16 February 2020|access-date=21 April 2020}}][{{cite news|url=https://www.filmfare.com/awards/filmfare-awards-2020/nominations|title=Nominations for Filmfare Awards 2020|work=Filmfare|access-date=3 February 2020|archive-url=https://web.archive.org/web/20200203105210/https://www.filmfare.com/awards/filmfare-awards-2020/nominations|archive-date=3 February 2020|url-status=dead}}] |
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Chaturvedi next appeared in [[Yash Raj Films]]'s ''[[Bunty Aur Babli 2]]'' (2021), co-starring [[Rani Mukerji]], [[Saif Ali Khan]] and [[Sharvari Wagh]], a sequel to the crime comedy ''[[Bunty Aur Babli]]'' (2005).[{{cite news |title=Saif Ali Khan and Rani Mukerji reunite after 11 years for Bunty Aur Babli 2 |url=https://www.indiatoday.in/movies/bollywood/story/saif-ali-khan-and-rani-mukerji-reunite-after-11-years-for-bunty-aur-babli-2-1629539-2019-12-19 |work=India Today |date=19 December 2019 |access-date=19 December 2019 |archive-date=19 December 2019 |archive-url=https://web.archive.org/web/20191219075555/https://www.indiatoday.in/movies/bollywood/story/saif-ali-khan-and-rani-mukerji-reunite-after-11-years-for-bunty-aur-babli-2-1629539-2019-12-19 |url-status=live }}] It emerged as a critical and [[Box-office bomb|commercial failure]].[{{cite news|title=Can Ranbir Kapoor do for Yash Raj with Shamshera what Aamir Khan, Ranveer Singh and Akshay Kumar could not?|url=https://www.livemint.com/news/india/can-ranbir-kapoor-do-for-yash-raj-with-shamshera-what-aamir-khan-ranveer-singh-and-akshay-kumar-could-not-11656072339740.html|newspaper=Mint|access-date=24 June 2022}}] He had a lead role in [[Shakun Batra]]'s ''[[Gehraiyaan]]'' (2022), a drama about infidelity, co-starring [[Deepika Padukone]] and [[Ananya Panday]]. It was released on [[Amazon Prime Video]].[{{Cite news|title=Shakun Batra's Gehraiyaan starring Deepika Padukone, Siddhant Chaturvedi and Ananya Panday to release on Amazon Prime Video on January 25, 2022|url=https://www.bollywoodhungama.com/news/bollywood/shakun-batras-gehraiyaan-starring-deepika-padukone-siddhant-chaturvedi-and-ananya-panday-to-release-on-amazon-prime-video-on-january-25-2022/|date=20 December 2021|access-date=20 December 2021|work=[[Bollywood Hungama]]|archive-date=20 December 2021|archive-url=https://web.archive.org/web/20211220044844/https://www.bollywoodhungama.com/news/bollywood/shakun-batras-gehraiyaan-starring-deepika-padukone-siddhant-chaturvedi-and-ananya-panday-to-release-on-amazon-prime-video-on-january-25-2022/|url-status=live}}] Sukanya Verma of [[Rediff.com]] found his portrayal of a "tricky part" to be "compelling".[{{cite web|title=Gehraiyaan Review|url=https://www.rediff.com/movies/report/gehraiyaan-review/20220211.htm|website=[[Rediff]]|access-date=5 April 2022|archive-date=25 February 2022|archive-url=https://web.archive.org/web/20220225073952/https://m.rediff.com/amp/movies/review/gehraiyaan-review/20220211.htm|url-status=live}}] He then featured in the comedy horror film ''[[Phone Bhoot]]'' with [[Katrina Kaif]] and [[Ishaan Khatter]].[{{cite news|title=Here's All You Need To Know About Katrina Kaif, Siddhant Chaturvedi And Ishaan Khatter-Starrer Phone Bhoot|url=https://www.mid-day.com/articles/heres-all-you-need-to-know-about-katrina-kaif-siddhant-chaturvedi-and-ishaan-khatter-starrer-phone-bhoot/22896248|date=20 July 2020|access-date=29 July 2020|work=Mid Day|archive-date=29 July 2020|archive-url=https://web.archive.org/web/20200729092359/https://www.mid-day.com/articles/heres-all-you-need-to-know-about-katrina-kaif-siddhant-chaturvedi-and-ishaan-khatter-starrer-phone-bhoot/22896248|url-status=live}}] Reviewers were generally unimpressed with the picture,[{{cite web |title=Katrina Kaif's Phone Bhoot disappoints at Box Office, registers shocking figure on Day 1|url=https://zeenews.india.com/bollywood/katrina-kaifs-phone-bhoot-disappoints-at-box-office-registers-shocking-figure-on-day-1-2531270.html|website=[[Zee News]]|access-date=5 November 2022}}] but Saibal Chatterjee of [[NDTV]] opined that Chaturvedi had played his "brash and quick-on-the-draw" character well.[{{cite web |title=Phone Bhoot Review: Katrina Kaif, Ishaan Khatter And Siddhant Chaturvedi's Film Is Wacky, Wild And Weird|url=https://www.ndtv.com/entertainment/phone-bhoot-review-katrina-kaif-ishaan-khatter-and-siddhant-chaturvedis-film-is-wacky-wild-and-weird-2-5-stars-3490032|website=[[NDTV]]|access-date=4 November 2022}}] |
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Chaturvedi next appeared in [[Yash Raj Films]]'s ''[[Bunty Aur Babli 2]]'' (2021), co-starring [[Rani Mukerji]], [[Saif Ali Khan]] and [[Sharvari Wagh]], a sequel to the crime comedy ''[[Bunty Aur Babli]]'' (2005).[{{cite news |title=Saif Ali Khan and Rani Mukerji reunite after 11 years for Bunty Aur Babli 2 |url=https://www.indiatoday.in/movies/bollywood/story/saif-ali-khan-and-rani-mukerji-reunite-after-11-years-for-bunty-aur-babli-2-1629539-2019-12-19 |work=India Today |date=19 December 2019 |access-date=19 December 2019 |archive-date=19 December 2019 |archive-url=https://web.archive.org/web/20191219075555/https://www.indiatoday.in/movies/bollywood/story/saif-ali-khan-and-rani-mukerji-reunite-after-11-years-for-bunty-aur-babli-2-1629539-2019-12-19 |url-status=live }}] It emerged as a critical and [[Box-office bomb|commercial failure]].[{{cite news|title=Can Ranbir Kapoor do for Yash Raj with Shamshera what Aamir Khan, Ranveer Singh and Akshay Kumar could not?|url=https://www.livemint.com/news/india/can-ranbir-kapoor-do-for-yash-raj-with-shamshera-what-aamir-khan-ranveer-singh-and-akshay-kumar-could-not-11656072339740.html|newspaper=Mint|access-date=24 June 2022}}] He had a lead role in [[Shakun Batra]]'s ''[[Gehraiyaan]]'' (2022), a drama about infidelity, co-starring [[Deepika Padukone]] and [[Ananya Panday]]. It was released on [[Amazon Prime Video]].[{{Cite news|title=Shakun Batra's Gehraiyaan starring Deepika Padukone, Siddhant Chaturvedi and Ananya Panday to release on Amazon Prime Video on January 25, 2022|url=https://www.bollywoodhungama.com/news/bollywood/shakun-batras-gehraiyaan-starring-deepika-padukone-siddhant-chaturvedi-and-ananya-panday-to-release-on-amazon-prime-video-on-january-25-2022/|date=20 December 2021|access-date=20 December 2021|work=[[Bollywood Hungama]]|archive-date=20 December 2021|archive-url=https://web.archive.org/web/20211220044844/https://www.bollywoodhungama.com/news/bollywood/shakun-batras-gehraiyaan-starring-deepika-padukone-siddhant-chaturvedi-and-ananya-panday-to-release-on-amazon-prime-video-on-january-25-2022/|url-status=live}}] Sukanya Verma of [[Rediff.com]] found his portrayal of a "tricky part" to be "compelling".[{{cite web|title=Gehraiyaan Review|url=https://www.rediff.com/movies/report/gehraiyaan-review/20220211.htm|website=[[Rediff]]|access-date=5 April 2022|archive-date=25 February 2022|archive-url=https://web.archive.org/web/20220225073952/https://m.rediff.com/amp/movies/review/gehraiyaan-review/20220211.htm|url-status=live}}] He then featured in the comedy horror film ''[[Phone Bhoot]]'' with [[Katrina Kaif]] and [[Ishaan Khatter]].[{{cite news|title=Here's All You Need To Know About Katrina Kaif, Siddhant Chaturvedi And Ishaan Khatter-Starrer Phone Bhoot|url=https://www.mid-day.com/articles/heres-all-you-need-to-know-about-katrina-kaif-siddhant-chaturvedi-and-ishaan-khatter-starrer-phone-bhoot/22896248|date=20 July 2020|access-date=29 July 2020|work=Mid Day|archive-date=29 July 2020|archive-url=https://web.archive.org/web/20200729092359/https://www.mid-day.com/articles/heres-all-you-need-to-know-about-katrina-kaif-siddhant-chaturvedi-and-ishaan-khatter-starrer-phone-bhoot/22896248|url-status=live}}] Reviewers were generally unimpressed with the picture,[{{cite web |title=Katrina Kaif's Phone Bhoot disappoints at Box Office, registers shocking figure on Day 1|url=https://zeenews.india.com/bollywood/katrina-kaifs-phone-bhoot-disappoints-at-box-office-registers-shocking-figure-on-day-1-2531270.html|website=[[Zee News]]|access-date=5 November 2022}}] but Saibal Chatterjee of [[NDTV]] opined that Chaturvedi had played his "brash and quick-on-the-draw" character well.[{{cite web |title=Phone Bhoot Review: Katrina Kaif, Ishaan Khatter And Siddhant Chaturvedi's Film Is Wacky, Wild And Weird|url=https://www.ndtv.com/entertainment/phone-bhoot-review-katrina-kaif-ishaan-khatter-and-siddhant-chaturvedis-film-is-wacky-wild-and-weird-2-5-stars-3490032|website=[[NDTV]]|access-date=4 November 2022}}] |
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