Chaudhary originally wanted to be an Engineer, but changed his focus to Media & Communications when he attended the Department of Media & Communication Studies (DMCS), Savitribai Phule Pune University (SPPU). After graduation, he wrote various television series and worked as assistant director to Aziz Mirza on Phir Bhi Dil Hai Hindustani (2000). Santosh Sivan was the Cinematographer and offered Chaudhary a chance to help him write the screenplay for his upcoming film Asoka.
Chaudhary ventured into direction himself after seeing Farhan Akhtar's Dil Chahta Hai (2001). The film inspired him to pen the screenplay for his directorial debut Pyaar Ke Side Effects (2006). Chaudhary followed it with a sequel, Shaadi Ke Side Effects (2014). He next directed Hindi Medium (2017) with Irrfan Khan in the lead role.