The film got delayed three month during post production when Ranbir Kapoor grew a beard for a role in Rocket Singh: Salesman of the Year (2009), therefore, he was unavailable to shoot some of the patch up scenes.
Ranbir Kapoor tried some 65-70 boxers for the introducing shot in Wake Up Sid. And all the boxers that he wore in the film were his personal boxers.
Anupam kher plays father to Ranbir Kapoor in this film . He had played GRANDFATHER to Ranbir's real Father Rishi Kapoor in the 1988 Yash Chopra film " Vijay " !!!!
Film's lead pair was considered very odd of Ranbir Kapoor and Konkana Sen Sharma.
Karan Johar (producer) considered Imran Khan for the role of Sid