Here is the full list of all 20 Oh...Sir! The Hollywood Roast achievements worth 1,000 gamerscore.
Finish at least 65 scenes online
Finish at least 25 scenes online
Prove victorious in a battle royale of CFOs
Have 6 characters receive 15 Golden Parrots each
Finish the career as Wisecrack
Finish the career as Marilyn Nomore
Receive 69 Golden Parrots in total
Finish the career as Chop Sue E.
Have 3 characters receive 15 Golden Parrots each
Finish the career as The Greasy Wizard
Win a Roast in less than 3:40 minutes
Use a 55 points hot burn playing as a Single Star
Receive 15 Golden Parrots with one character
Use 3 Comebacks in one single player fight.
Finish the career as Dirty Potter
Win a Cliffhanger
Win a Roast losing less than half of your HP
Win your first argument
Take 30 Pride points off your opponent with a single insult as a Single Star
Finish the basic tutorial