Ayushmann had participated in the second season of MTV Roadies (2003) in the year 2004 and emerged as the winner of the show.

After completing his graduation from college, Ayushmann worked as a Radio Jockey at 92.7 Big FM and hosted a show called "Big Chai - Maan Na Maan, Main Tera Ayushmann".

During MTV Roadies (2003), one of the tasks assigned to Ayushmann was sperm donation. Eight years later, he did a movie called Vicky Donor (2012) in which he played the role of a sperm donor.

Ayushmann had participated in the first season of the reality show India's Best Cinestars Ki Khoj (2004) but was rejected by the Judges. Ten years later he received an invitation to be the judge on the same show.

Ayushmann did small roles in television shows Kayamath (2007) and Ek Thi Rajkumari as it helped him survive during his days of struggle in Mumbai.

In the year 2002, Ayushmann appeared on television for the first time when he participated in the musical reality show Channel V Popstars.

During his college days, Ayushmann along with his friends used to get on a train called Pashchim Express and sing songs. In return, the passengers used to give him and his friends money.

During his initial days as an actor in Mumbai, Karan Johar met him at an award function and gave him the landline phone number of his production house, Dharma Productions. Ayushmann called on the number with the hope of getting some work, but to his disappointment he was told that they only work with stars.