| Achievement | How to unlock
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| 133MHZ | Install a top of the range computer in a property owned by the Major.
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| ALL THE SIGHTS | Play all maps for at least a year each.
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| BREAK A LEG | Cause a foreman to retire... permanently.
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| BROWN ENVELOPE | Create your first Gangster Bribe.
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| BUILT LIKE A THUG | Have a worker knock out 5 enemy workers without dying.
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| CAN'T GET ALONG | Evicting your 5th tenant in one game.
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| CAPTAIN OF INDUSTRY | Upgrade all Resources in one game.
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| CHANGE IN COUNCIL | Capture 3 rival properties.
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| CHANGING ROOMS | Upgrade all rooms in one property.
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| CHILD BOOM | Have a single tenant produce 7 children.
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| CONTROLLED DEMOLITION | Destroy an Undesirable Building.
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| COOKING WITH GAS | Fully stock all types of resources.
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| COUNCIL LETTER | Accomplish a council mission.
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| DOWN WITH THIS SORT OF THING | Picket 3 rival resources simultaneously.
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| EVERYONE NEEDS GOOD NEIGHBOURS | Have 3 or more tenants with positive moods on one estate.
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| GODFATHER INFLUENCE | Produce 3 Gangsters.
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| GOOD DOG | Have a guard dog protect a property.
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| GRAND DESIGNS | Build your first commission.
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| HEAVY INDUSTRY | Upgrade a Resource.
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| HIGH ROLLER | Earn 100,000 in rent during a calendar year.
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| HIGHLY RECOMMENDED | Maximise the efficiency of a foreman's work force.
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| INFESTED COLON | Cause infestation of 3 properties on Upper Colon estate.
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| JAILBIRD | Get your first inmate.
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| KNOWLEDGE IS POWER | Produce a Super-Tenant.
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| LANDLORD FROM HELL | 10 or more simultaneous complaining tenants.
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| MAXIMUM SECURITY | Get 5 police officers patrolling.
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| MISSION ACCOMPLISHED | Win a game.
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| NEW TOWN SYMMETRY | Build 5 estates with 100% land usage.
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| NO MORE COMPLAINING | Solve your first tenant complaint and be rewarded.
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| PACKING HEAT | Produce a fully weaponized Gangster.
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| PARTY LIKE IT'S 1997 | Start an undesired house party.
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| SELF-ASSESSMENT | Pay $50,000 in Tax Bills.
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| TOUGH ENOUGH ? | Build a commission on the original hardcore difficulty.
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| TRUMPED | Build 100 properties.
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