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