| Trophy | How to unlock
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| - Reach the first level of Infamy.
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| - Kill at least four enemies with one GL40 grenade launcher shot.
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| - In the Bomb: Dockyard heist, find the meth lab.
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| - Kill 10 enemies within 10 seconds using the Buzzsaw 42 light machine gun.
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- But Wait - There's More! (Bronze)
| - On any Armored Transport heist, find the plans that unlocks the Train Heist.
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- Caribbean Pirate (Bronze)
| - On day 2 of the Rats job, bring additional meth bags to the trade, but steal your payment instead.
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| - In the Diamond job, complete the heist without triggering the alarm.
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| - On day 1 of the Watchdogs job, don't let the cops shoot and destroy the escape vehicle.
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- Completely OVERKILL! (Silver)
| - Complete all contracts including pro jobs on the OVERKILL difficulty.
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- Culture Vultures (Bronze)
| - In the Diamond job, secure 10 bags of additional loot.
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- Doctor Fantastic (Bronze)
| - On day 2 of the Big Oil job, complete the heist with the first engine being correct.
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- Don't Bring the Heat (Silver)
| - In the Big Bank job, complete the heist without triggering the alarm.
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| - On day 1 of the Rats job, blow up the lab.
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| - On day 2 of the Watchdogs job, throw a loot bag into the sea, hoping fish move away as it gets near.
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| - Gain $1.000.000 in total spendable cash.
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| - On day 1 of the Election Day job, use the computer in stealth without ever touching the ground.
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- I Got It, I Got It! (Bronze)
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- I Will Fade To Dark (Bronze)
| - In the Shadow Raid job, secure 4 bags of loot.
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- I Will Walk Faceless Among Men (Bronze)
| - In the Shadow Raid job, secure all four pieces of the samurai armor.
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| - In the Election Day job, complete the heist in stealth and swing the votes to the republican favor.
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- I've Got the Power (Bronze)
| - In the Bomb: Dockyard heist, don't let the enemies cut the power.
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- In Town You're the Law, Out Here It's Me (Bronze)
| - Kill a jump kicking Cloaker using any shotgun.
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- It Takes a Pig to Kill a Pig (Bronze)
| - In the Big Bank job, drop Floyd the pig on top of an enemy.
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- Killin's As Easy As Breathing (Bronze)
| - Kill 10 law enforcers in a row using any light machine gun without releasing the trigger.
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| - Complete everything. OVERKILL salutes you!
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| - In the Ukrainian job, complete the heist within 35 seconds.
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| - On day 1 of the Firestarter job, steal all the weapons from the hangar.
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| - Modify a mask for the first time.
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| - Reach reputation level 100.
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- No One Cared Who I Was... (Bronze)
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- OVERKILL Salutes You! (Gold)
| - Complete all contracts including pro jobs on the Death Wish difficulty.
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| - On day two of the Hotline Miami job, save someone in need.
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- Police Brutality (Bronze)
| - Beat a Shield to death using the Telescopic Baton.
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| - In the Bomb: Forest heist, do not let the cops disconnect the water hose while you are using the river water pump.
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- Shit Just Got Real (Silver)
| - Complete all contracts including pro jobs on the Very Hard difficulty.
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- Sounds of Animals Fighting (Bronze)
| - In the Hotline Miami job, complete the heist while you and your four man crew are wearing one different Hotline Miami mask each on hard or above.
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| - Complete any single day of a job, killing at least 50 enemies using only your melee weapon.
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| - In the Hoxton Breakout job, complete the heist on OVERKILL difficulty or above with each crew member using no skills, wearing suits, wielding Golden AK.762 rifles and Chicago Typewriter submachine guns.
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- Tough Act to Follow (Silver)
| - Complete all contracts including pro jobs on the Hard difficulty.
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| - Kill 3 enemies with one bullet using any sniper rifle.
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| - In day two of the Hotline Miami job, reach the Commissar’s apartment in under 210 seconds on the OVERKILL difficulty or above.
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- Yeah He's a Gold Digger (Bronze)
| - In the Four Stores job, find a gold bar in the safe.
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| - In the Big Bank job, start the Big Bank job after having spent all 10 favors in Preplanning.
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