| icon | info | gamerscore |
|---|---|---|
| Faster Better Win a game of Industrialist mode Richest | 20 | |
| A Quick Victory Win a game of Developer mode Richest | 10 | |
| The Underdog Don't finish first in any mini-game but still win overall in any mode of Richest | 50 | |
| The View From The Top Build your first set of hotels. Classic mode only. | 50 | |
| Becoming The Master Win a game of Tycoon mode Richest | 40 | |
| You Are The Richest Own every property on the board in any mode of Richest | 100 | |
| Expensive To Stop Here Land on another player's set of hotels in any mode of Richest. | 10 | |
| A Good Start Win your first mini-game in any mode of Richest | 10 | |
| Established Your Hold Build a set of hotels in any mode of Richest | 50 | |
| Started Your Empire Build a set of houses in any mode of Richest | 30 | |
| Dashed Hopes Break up another player's Monopoly | 10 | |
| Taken A Chance Take your first property from another player using Chance in any mode of Richest | 10 | |
| Forcibly Formed Form a monopoly in any mode of Richest by taking one or more of the properties from another player. | 20 | |
| Time To Collect Collect your first rent payment from any other player in any mode of Richest | 10 | |
| No Mercy Be responsible for the bankruptcy of another player | 20 | |
| Transport King Own the monopoly on the transport properties | 20 | |
| Taking Sides Own every property, including any ports and utilities, down one whole side of the board | 50 | |
| Try Something New Unlock your first new board | 10 | |
| Went For Broke Bankrupted yourself out of the game for the first time | 10 | |
| Climbing Your Way Up The Ladder Build your first set of houses. Classic mode only. | 30 | |
| You've Got The Power Own the monopoly on the utilities | 20 | |
| High Roller Roll a double six | 10 | |
| Sight Seer Unlock a passport. Awarded to the passport holder | 20 | |
| Rolled To Freedom Rolled a double to get out of jail | 10 | |
| Rolled To Jail Roll three doubles in a row and get sent to jail | 10 | |
| Deal Of The Century Form a monopoly as a result of trading | 20 | |
| Now You're On Your Way Own your first monopoly | 20 | |
| Everybody Starts Somewhere Buy your first property | 10 | |
| Globe Trotter Land on every property on the World board | 50 | |
| From The Flames Come from last in the previous round to win overall in any mode of Richest | 50 | |
| Jet Setter Fill all the passports. Awarded to the passport holder | 100 | |
| Last But Not Least Win all the mini-games in a full game of Developer but don't finish first | 20 | |
| He Who Controls The Dice... Win every mini-game in a full game of Developer | 50 | |
| The First MONOPOLY Get the same amount of money as the year MONOPOLY was released | 50 |
