| Achievement | How to unlock
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| 2122 North Clark Street | Kill a corner hooligan or a member of a rival outfit with a Thompson Submachine Gun.
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| An Affront to the Enemy | Convince an front controlled by a rival outfit to shut down.
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| Backroom Empire | Control 10 buildings.
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| Baker's Dozen | Recruit 13 people into your crew.
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| Balkan Firewater | In Pittsburgh, build an operation that makes rakija.
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| Beating the Heat | Pay a bribe to a local cop.
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| Bees Knees Bootlegger | In any city, sell 500 units of illegal alcohol from your operations before the end of Prohibition.
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| Boots in the Ground | Pay ongoing support to the family of a fallen crew member.
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| Booze Baron | In any city, produce 500 units of illegal alcohol in your operations before the end of Prohibition.
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| Bottled Up | Open a booze bottling operation in a building you control before the end of Prohibition.
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| Bourbon Barrels | In Cincinnati, sell 200 cases of bourbon.
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| Boxing Them In | Pay a corner hooligan to leave their corner and open a boxing gym.
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| Branching Out | Have territory that contains 20 corners.
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| Cat's Meow Clubs | In any city, sell 3000 units of illegal alcohol from your operations before the end of Prohibition.
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| City of Big Shoulders | In Chicago, sell 200 bottles of whiskey, brandy, vodka or rum.
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| Cleaning House | Collect items or cash from an unoccupied corner hooligan's safehouse.
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| Considerable Clams | Have $15,000 in cash at any point before the end of Prohibition.
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| Copacetic Coordination | Have an alcohol production operation run for a full year without any stalled production.
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| Copious Cabbage | Have $25,000 in cash at any point before the end of Prohibition.
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| Core Corps | Recruit five people into your crew.
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| Corner Clout | Use a favor to get an introduction to someone.
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| Corner Control | Have territory that contains 50 corners.
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| Corner Opportunities | Leverage a relationship with a local hooligan to get some useful items.
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| Crossing Over | In Detroit, gain access to Canada.
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| Determined Deliveries | Have a crew member acquire all three Delivery Dash experience improvements.
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| Dirty Money | Have $2,000 in cash at any point before the end of Prohibition.
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| Dirty Work | Employ a corner hooligan to go after a rival outfit.
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| Dropping the Dime | Call the Feds with a tip off to a rival outfit.
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| Extraordinary Logistics | Have an alcohol production operation run for two full years without any stalled production.
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| Family First | Complete a mission to help out the family of a crew member .
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| Friendly Gestures | Gain control of a building from an associate who runs a front controlled by your outfit.
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| Friends from Back Home | Complete a mission to help people who share your boss' ethnicity.
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| Friends on the Force | Use a favor to get an introduction to a local police officer.
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| Fronting the Money | Establish three fronts.
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| Full House | Attend a poker game.
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| Getting Fancy | Learn how to make counterfeit wine, sparkling cider, backroom beer and bathtub gin before Prohibition ends in any city.
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| Gin Joint | Open a bootlegging operation.
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| Half Century Mark | Have an outfit that is worth at least $50,000.
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| High End Booze | Have an operation that makes beer kegs, gin, aged whiskey, dark rum, cordials or champagne operating in a building that you control before the end of Prohibition.
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| High Pillow | Have a train station, a luxury hotel and a union hall inside your territory.
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| Homemade Hooch | Have brick wine, hard cider, homemade beer and moonshine operations all running at the same time.
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| Improvement Missions | Learn how to upgrade a booze production operation by completing a mission.
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| In-House Maintenance | Have a garage operation in a building controlled by your outfit and perform at least 10 repair actions.
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| Keeping Your Word | Help a business in your territory deal with local hooligans.
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| Killing Them Softly | Kill a rival gang member or corner hooligan without a firearm.
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| Laying Low | Until the end of Prohibition, make sure that your outfit's boss avoids arrest.
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| Liquor Lord | In any city, produce 1500 units of illegal alcohol of illegal alcohol in your operations before the end of Prohibition.
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| Mission Mastery | Complete 40 missions in any city before the end of Prohibition.
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| Moving Experiences | Acquire a delivery van.
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| Neighborhood Watch | Extort protection money from 8 local businesses in any city before the end of Prohibition.
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| No Applesauce | At the end of Prohibition, ensure that none of your crew members have been killed by corner hooligans or rival outfits.
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| Oh Captain | Have a crew member become a Captain.
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| One of Us | Have a corner hooligan join your crew.
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| Opportunity Knocked | Have a crew member acquire all three Smart Opportunist experience improvements.
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| People Person | Redeem 50 favors in any city before the end of Prohibition.
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| Putting on the Ritz | Open a supper club and a dance hall, jazz club or fine dining restaurant in a building that you control before the end of Prohibition in any city.
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| Queen of the City | Have three legacies locked up at the end of Prohibition in Cincinnati.
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| Room in the Back | Take control of a new business.
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| Safety in Numbers | Extort protection money from 16 local businesses in any city before the end of Prohibition.
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| Show 'em the Sugar | Have an outfit that is worth at least $25,000.
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| Sizeable Stash | Have $5,000 in cash at any point before the end of Prohibition.
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| Social Butterfly | Redeem 100 favors and attend at least 10 dinner parties or poker games in any city before the end of Prohibition.
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| Sockdolager | Attend a dinner party.
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| Spiffy Speakeasies | In any city, sell 1500 units of illegal alcohol from your operations before the end of Prohibition.
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| Station Master | Have both a freight and passenger station inside your territory.
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| Steeling Victory | Have three legacies locked up at the end of Prohibition in Pittsburgh.
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| Stepping It Up | Have an automated delivery route with 25 stops.
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| Still Dreaming | Open up a makeshift whiskey, brandy, vodka or rum still in a building you control before the end of Prohibition.
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| Still Stalwart | In any city, produce 3000 units of illegal alcohol in your operations before the end of Prohibition.
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| Street Fighter | Have a crew member acquire all three Well-Known Brawler experience improvements.
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| Street Knowledge | Complete the tutorial.
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| Streetwise | Have a crew member acquire all nine Efficient Driver experience improvements.
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| The Dawn of Automation | Have a crew member operate an automated delivery.
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| The Rubber Meets the Road | Own 12 vehicles of any kind.
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| Tied Houses | Have exclusive trade deals with any 9 businesses at the same time.
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| Tighten the Screws | Agree to a truce when asked by a rival outfit.
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| Vehicles to Victory | Have three legacies locked up at the end of Prohibition in Detroit.
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| Windy City Win | Have three legacies locked up at the end of Prohibition in Chicago.
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| Wise Head | Learn 15 skills in any city before the end of Prohibition.
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| Working on the Railroad | In any city, use a connection at a train station to manufacture illegal booze out of town.
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