| Achievement | How to unlock
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| A Land Few Dare To Enter (Bronze) | Gain access to Bosco's secret room.
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| AI Interrogator (Bronze) | Choose every dialog choice with each AI personality.
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| Chariots of the Dogs (Gold) | Complete Episode 4 - Chariots of the Dogs.
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| Indefinite Birthday (Bronze) | Get rid of the middle-aged Pedro from his communications post.
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| Intelligence Crisis (Bronze) | Use each of the wrong personalities of AI in Bluster Blaster.
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| No More Birthdays (Silver) | Get rid of all three Pedros from the ship.
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| No More Boscow (Silver) | Get Bosco back to his normal paranoid human self.
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| Of Death and Eggs (Bronze) | Answer and prove the two questions the older Pedro has.
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| Recording Artist (Bronze) | Get a recording contract for the youngest Pedro.
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| Temporal Anomaly Corrected (Silver) | Fix Bosco's temporal anomaly problem.
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| The Willard Libby Trophy (Bronze) | Use the Carbon Dater on every possible character.
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| You'll Need This (Bronze) | Provide an inventory item for use in Episode 5.
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| Achievement | How to unlock
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|---|
| Anointed By the Feet (Bronze) | Have Max be anointed by the Feet.
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| BAGPIPE OBLITERATION ULTIMATE! (Silver) | Receive all DeSoto decals in this episode by completing all levels of 'Pimp Le Car Music Challenge' and all bonus decals.
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| Eureka! Banang! (Bronze) | Perform a miracle by turning water into Banang.
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| Freelance Police Work Is Never Done (Silver) | Save Sybil from the giant Bermuda Triangle. Well, at least make a good attempt.
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| Hail to the High Priest! (Bronze) | Take the Crown of Socks and crown Max as the new high priest.
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| High Priest Max (Silver) | Make Max the High Priest of the ocean chimps.
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| Kids Say the Darndest Things (Bronze) | As young Sam & Max, talk to every character possible.
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| Let's make some music! (Silver) | Help Baby Glenn Miller create his latest hit song.
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| Moai Better Blues (Gold) | Complete Episode 2 - Moai Better Blues
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| Sandwich Seller (Bronze) | Offer the granite sandwich to everyone on the island.
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| The Image of Max (Bronze) | Make the image of Max appear in the underground cave.
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| Unionized (Bronze) | Help Sam become a unionized waiter and pass the 'Wipeout' entrance exam.
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| Trophy | How to unlock
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|---|
| A Way With Words (Bronze) | Help Sybil find a man who has a way with words.
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| Another Location Unlocked! (Bronze) | Unlock the location: The TV Studio.
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| Can't Handle The Spotlight (Bronze) | Make Jurgen an uncool dancer in front of his zombie army.
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| Good With His Hands (Bronze) | Help Sybil find a man who's good with his hands.
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| Heart of Gold (Bronze) | Help Sybil find a man with a heart of gold.
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| I Choose Bachelor... (Silver) | Have Sybil make her final decision for who's the best suitor.Have Sybil make her final decision for who's the best suitor.
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| Master Drive-By Marketer (Bronze) | Receive all DeSoto decals in this episode by completing all levels of the 'Pimp Le Car Marketing Challenge' and gathering all bonus decals.
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| Monster Master (Bronze) | Try every possible body part in the monster.
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| Night of the Raving Dead (Gold) | Complete Episode 3 - Night of the Raving Dead.
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| Shameless Product Placement (Bronze) | Record every possible episode of 'Midtown Cowboys' with every possible product placement.
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| Southern Gothic Rockstar (Bronze) | Defeat Jurgen at a rhyming duel.
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| The Most Epic Battle Scene Ever (Silver) | Get all caught up on how Sam & Max got trapped in the first place.
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| Unhealthy Trendsetter (Bronze) | Make Jurgen lose his ability to keep up with the latest trends.
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| You've Unlocked A New Area! (Bronze) | Unlock the location: Stuttgart, Germany.
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| Trophy | How to unlock
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|---|
| A Range of Completely Worthless Decals (Bronze) | Earn all available DeSoto decals.
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| A Sinful Dessert (Silver) | Get the Christmas Spirits to take care of that pesky demon.
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| And Another One Bites... (Silver) | Stop the Maimtron 9000 from destroying the building... and quoting every song you wish you'd forgotten.
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| Did Someone Say Birthday? (Bronze) | Celebrate the Bug's birthday before his family arrives.
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| I'm A Contender! (Bronze) | Defeat Jimmy in the boxing ring and obtain the Horseman of War.
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| Ice Station Santa (Gold) | Help Sam & Max save Christmas!
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| My Package! (Bronze) | Obtain the Horseman of Famine from Bosco.
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| Pimp Le Car Driving Challenge (Bronze) | Complete the 'Pimp Le Car Driving Challenge' and obtain the Horseman of Death.
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| The Power Of Christmas (Silver) | Complete the Exorcism using the My Little Demon Playset on the unfortunately possessed.
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| The Spirit of Christmas Future (Bronze) | Satisfy the Spirit of Christmas Future by saving your future selves in a dynamic act of foreshadowing.
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| The Spirit of Christmas Past (Bronze) | Satisfy the Spirit of Christmas Past by making amends to Jimmy.
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| The Spirit of Christmas Present (Bronze) | Satisfy the Spirit of Christmas Present by helping the bug and his family communication issues.
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| Trivia Manipulator (Bronze) | Win Stinky's trivia contest and obtain the Horseman of Pestilence.
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| Trophy | How to unlock
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|---|
| A Play of Infinite Acts (Bronze) | Save Bosco from his own personal hell.
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| Broadcast TV Executive (Bronze) | Save Grandpa Stinky from his own personal hell.
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| Chiptune Rockstar (Bronze) | Help Chippy prevent Hell from owning his soul.
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| Forbidden Brew (Bronze) | Prevent Stinky's from carrying Fruit of Knowledge Cider on tap.
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| Hell, LLC. (Bronze) | Take the Soul Train to Hell.
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| Motivational Work Environment (Bronze) | View all the seven motivational posters in the Hell, LLC offices.
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| Office Snoop (Silver) | Spy on Satan berating the staff each time the efficiency drops.
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| Pimp Le Car Great Reaping 5000 (Bronze) | Receive all DeSoto decals in this episode by completing all levels in 'Pimp Le Car Great Reaping 5000' and gather all bonus decals.
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| Say My Name (Bronze) | Stop the conception of a new hellspawn.
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| The Three Lords of Hell (Silver) | Thwart the Lords of Hell's plan for world domination.
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| Toy Production Manager (Bronze) | Save Santa from his personal hell.
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| What's New, Beelzebub? (Gold) | Complete Episode 5: What's New, Beelzebub?
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