Hints
Trophies
1,000,000aire! (Gold): Earn $1,000,000 lifetime points
100,000aire! (Bronze): Earn $100,000 lifetime
500,000aire! (Silver): Earn $500,000 lifetime
Always a Bridesmaid (Bronze): Come in second place 5 times in online games
Back Taxes (Silver): Win all prizes in Episodes 1-73
Beast Master (Bronze): Get 10 animal questions correct.
Beat a Winner (Silver): Beat someone with a rating of Unicorn in an online game
Birth Certificate (Bronze): Create a Contestant
Button Banger (Bronze): Get a multiple choice question right in the first 2 seconds
Consolation Trophy (Silver): Play 5 hours without getting a single trophy.
Discovered Gauntlet of Fire (Bronze): Find the very important gauntlet of fire
DisOrDash (Silver): Ace a DisOrDat in under 10 seconds
DisOrDat Destroyer (Bronze): Answer all 7 DisOrDat items correctly
DisOrDat Participation Award (Bronze): Complete DisOrDat in 30 seconds.
Enscrewsiast (Bronze): Screw 50 times
Film In Your Brain (Bronze): Get 10 movie questions correct.
Genius for a Day (Silver): Score at least $30,000 above your average.
It's Just More of This (Bronze): Finish an episode
Jack Attack Dog (Silver): Get all 7 Jack Attack questions correct in a multiplayer game without messing up
Living in the Past (Bronze): Get 10 history questions correct.
Lose to a Loser (Bronze): Lose an online game to someone with a rating at or below Dullard.
Menage-a-Quatre (Bronze): Play 4-player game online
Mouth-Breather (Bronze): Achieve the third highest rating
My First Time (Bronze): Screw someone for the first time
One Teat Short of An Udder (Silver): Achieve the second highest rating.
Overconsumer (Bronze): Listen to all commercials after one episode
Perfect Attendance (Gold): Play Episodes 1-73
Phatty (Bronze): Get 10 food questions correct.
Quick-Draw McDumbass (Bronze): Choose the wrong answer within the first 3 seconds 10 times.
Slack Attack (Bronze): Get -$1 million on a Jack Attack.
Smelt the Roses (Bronze): Get a multiple choice question right in the last 1 second.
Social Outcast (Bronze): Finish 5 single player games on Friday or Saturday nights.
Taking it from Behind (Silver): Come in from behind to win during the Jack Attack
The Game's Half Empty (Bronze): Play Episodes 1-37
The Game's Half Full (Bronze): Play Episodes 1-36
Turncoat (Bronze): Play on July 4th instead of celebrating America
Unicorn (Gold): Achieve the highest gamer rating.
Vidiot Savant (Silver): Get every question right in an episode
Virtual Virgin (Silver): Answer correctly after being screwed 5 times
We Knew You Could Do It (Platinum): Collect all trophies

JACK Pack DLC Trophies
There are 4 Bronze Trophies and 1 Silver Trophy.
Boob Tuber (Bronze): Get 3 TV questions correct in JACK Pack
Incurable Hoarder (Silver): Collect all 10 prizes in JACK Pack
JACK Wrack (Bronze): Play all episodes in JACK Pack
Lit Twit (Bronze): Get 3 literature questions correct in JACK Pack
Map Dancer (Bronze): Get 3 geography questions correct in JACK Pack

Jack Pack 3 DLC Trophies
There are 4 Bronze Trophies and 1 Silver Trophy.
JACK Crack (Bronze): Play all episodes in JACK Pack 3
Past Perfect (Bronze): Get 3 history questions correct in JACK Pack 3
Sci Fly (Bronze): Get 3 science questions correct in JACK Pack 3
Steaming Stockpile (Silver): Collect all 10 prizes in JACK Pack 3
Wizard of Balls (Bronze): Get 3 sports questions correct in JACK Pack 3