
Double Victory! Sayani Gupta Scores Best Actress And Best Director Awards In Single Week
The star took home a top acting prize for Four More Shots Please! while also earning directorial accolades for her debut short film Aasmani.
By Rae MitchellPublished Updated 2 min read
Double the wins, double the celebration! Indian talent Sayani Gupta is riding high after landing two major trophies in the span of just a few days. The standout performer has proven her creative range by scoring big recognitions for both her onscreen work and her behind-the-scenes vision. The momentum kicked off when Gupta bagged the Best Actress (Web Series) prize at the 14th Indian Cine Film Festival 2026. The award celebrates her acclaimed turn as investigative journalist Damini Rizvi Roy in the fourth and final season of the wildly popular series *Four More Shots Please!*. Gupta brought the central character to life across the show's entire four-season run, anchoring its emotional and moral core as the plot unfolded.
Sayani Gupta Four More Shots Please final season award Throughout the show, Damini’s journey resonated deeply with viewers, turning her into one of the most recognizable figures on Indian streaming platforms. Winning the top acting trophy provides a major victory as *Four More Shots Please!* comes to an official close after four packed seasons. Gupta’s portrayal of the complex reporter remained a driving force behind the narrative from beginning to end. However, acting wasn't the only arena where the star made headlines this week. In an impressive double win, Gupta also took home the Best Director award at an international film festival for her debut short film, *Aasmani*. The recognition highlights her swift transition into filmmaking and marks a triumphant debut behind the camera.
Sayani Gupta short film Aasmani director win Securing back-to-back honours within days underscores a major turning point in Gupta’s career. While her performance in *Four More Shots Please!* solidified her reputation as a leading dramatic actress, *Aasmani* proves she possesses a compelling voice as a filmmaker. The dual awards spotlight the different dimensions of her craft as she continues to take on ambitious projects across acting and directing. Balancing high-profile acting roles with compelling passion projects, Gupta is rapidly establishing herself as a multi-hyphenate force in the industry. As celebrations continue for her twin achievements, industry observers and fans alike are eager to see where her directorial path takes her next. With a final bow on her iconic series and a celebrated short film now under her belt, Gupta’s momentum shows zero signs of slowing down.
The backstory
Verified moments, in order.
Sayani Gupta: the roles that build her career
From a debut in Second Marriage Dot Com to the ensemble of Four More Shots Please!, Gupta moves between independent films, star vehicles and streaming series.
The screen career starts here

Gupta makes her feature-film debut in Second Marriage Dot Com, directed by Gaurav Panjwani. The relationship drama begins a filmography that later spans Hindi cinema and streaming.
Margarita with a Straw brings a breakthrough

Gupta plays Khanum, a blind activist who becomes romantically involved with Kalki Koechlin's Laila, in Shonali Bose's Margarita with a Straw. The role puts her in a film that tackles disability, sexuality and independence without treating its characters as supporting issues.
Fan takes her into star-vehicle territory

In Maneesh Sharma's Fan, Gupta plays Sunaina, assistant to fictional superstar Aryan Khanna, played by Shah Rukh Khan. It places her inside a major Hindi studio production a year after Margarita with a Straw's Indian release.
- 2019-01-25
Damini arrives in Four More Shots Please!

Four More Shots Please! launches with Gupta as journalist Damini Rizvi Roy, alongside Kirti Kulhari, Bani J and Maanvi Gagroo. Its four-woman ensemble gives her a continuing lead role built around work, friendship, sex and the fallout from personal choices.
- 2019-06-28
Article 15 adds a different register

Gupta plays Gaura in Anubhav Sinha's Article 15, the Ayushmann Khurrana-led drama about caste discrimination and a police investigation. The part places her in a rural political drama in the same year that Four More Shots Please! establishes her urban streaming persona.
The series earns an International Emmy nomination

Four More Shots Please! receives an International Emmy nomination for best comedy series. The recognition belongs to the programme, not an individual acting category, but gives Gupta's ensemble series an international awards milestone.
- 2021-03-26
Pagglait puts her at the centre of a widow's discovery

In Umesh Bist's Pagglait, Gupta plays Akanksha, the former girlfriend of the deceased husband of Sanya Malhotra's Sandhya. Her character becomes central to Sandhya's reassessment of her marriage in a film about grief, family expectations and self-determination.
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People also ask
- What award did Sayani Gupta win for Four More Shots Please!?
- Sayani Gupta won the Best Actress (Web Series) award for her role as Damini Rizvi Roy in Season 4 of the series at the 14th Indian Cine Film Festival 2026.
- What is Sayani Gupta's directorial debut film?
- Her directorial debut is the short film Aasmani, for which she won the Best Director award at an international film festival.
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