| Achievement | How to unlock
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| A Dog, a Whale and a Clock Walks Into a Hole... | Allow Bob to be woken by a dog, an alarm clock, a whale train and a manhole.
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| Back to Bed | Get Bob safely to the end of the last level.
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| Checkmate | Scare five chess pieces.
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| Conserving Your Resources | Complete level 8 by moving only one apple.
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| Deeper Into the Dream | Help Bob through the first dream world.
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| Elitist | Play the game at 13:37.
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| Groundhog Night | Make Bob walk over the edge 10 times in a single level.
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| Grown Attached | Spend 10 minutes in one level.
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| Have We Been Here Before? | Complete the first dream world in nightmare mode.
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| If at First You Don't Succeed | Retry a single level 5 times.
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| Just Five More Minutes | Send 10 wheel clocks over the edge.
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| No Time to Explain! | Skip five cutscenes.
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| Now You are Thinking With... | Walk through portals 30 times.
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| Open Sesame | Open a door in nightmare mode.
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| Patience is a Virtue | Watch the credits to the end.
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| Smart Guy, Huh? | Complete level 8 in the second dream world by having Bob take a shortcut.
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| So Much Easier the First Time | Complete the game in nightmare mode.
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| Speedrunner | Complete levels 1-30 in under 45 minutes.
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| The Button is Stuck! | Use the fast forward function for a combined 5 minutes.
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| Understanding the Basics | Complete the first 3 levels to learn the basics of the game.
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