10 BookwormGo through each page of the tutorial
10 Clue MasterCreate 20 Custom Clues
10 Come On AlreadyChange the clue type a lot within one round of play
10 Easy PeasyPlay Family Fun with Junior Clues, bonuses on, penalties off, and Picturist Chooses
10 Figure ArtistCreate 10 Pictionary Man drawings
10 Gallery ShowingCreate 15 Free Draw images and view them in the slideshow
10 Mega ManiacLand on 15 Mega Mania squares and correctly guess the clue
10 Picasso's UnderstudyUse every tool and color in one Free Draw session
10 Put me in Coach!Use a customized Pictionary Man in a game
10 ResourcefulPlay Family Fun with Ink Limit mode, Random selections, and All Clue Categories
10 Slow PokeFail to guess a clue before time runs out
15 Classic CompletionistComplete a full game of classic Pictionary
15 Fun with the FamilyComplete a full game of Family Fun Mode
15 Pictionary ManiacComplete a full game of Pictionary Mania
20 BlindedGuess 10 clues with the No Peeking modifier
20 Cant Stop Wont StopGuess 10 clues in Conveyor Belt mode
20 Challenge AcceptedGuess 10 clues using mixed Draw Modes
20 CommittedComplete a full length 4 Team game without continuing
20 Guess What?Guess 10 Custom Clues
20 Hands OnGuess 10 clues in Finger Painting mode
20 Mine, Mine, Mine!Steal a clue from another team
20 Picassospend at least an hour on one Free Draw image
20 PointillismGuess 10 clues in Dots Only mode
20 Quick HitterPlay Family Fun with 10 minute time limit, low Draw Timer, and Tempus Fugit
20 Reverse EngineerGuess 10 clues in Eraser Only mode
20 Sight Beyond SightGuess 10 clues in Lights Out mode
20 Switch HitterGuess 10 clues with the Off Hand modifier
20 Switch!Guess 10 clues in Tool Confusion
20 Topsy TurvyGuess 10 clues in Which Way is Up mode
20 VertigoGuess 10 clues in Rotation Frustration
20 Waste Not Want NotGuess 10 clues with the Ink Limit modifier
30 Handy ManUse every tool and color in one Draw Round
30 MinimalistWin a game using only one tool and one color
40 BrushlessGuess 10 clues using nothing but the Finger Paint Tool
40 I Meant to do ThatWin an entire game without using the eraser or undo
40 Just Add WaterGuess 10 clues using nothing but the Watercolor Tool
40 Mind ReaderCorrectly guess the clue in record speed
40 See no EvilPlay Family Fun with the No Peeking modifier and the Lights Out Draw Mode
40 ShapeshifterGuess 10 clues using nothing but the Shapes Tool
5 Prosperous CheaterCheat through the game quickly
50 ExpertPlay Family Fun with low Draw Timer, Difficult Clues, Tempus Fugit, Penalties, and Rivals Choose
50 Persistent PicturistPlay 50 games of Pictionary any mode
50 ShutoutWin every All Play square within one play session
50 StingyWin without letting the other team play