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