| Achievement | How to unlock
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- Are You Gonna Go My Way in 1993?
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| - Play Sheffield Reds vs Sheffield West.
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- Build It Up With Yellow and Blue
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- Crazy Gang Beats the Culture Club
| - Beat Liverpool playing as Wimbledon.
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| - Sign Paul Gascoigne and have him score twenty goals.
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| - Sign Chris Waddle and Glenn Hoddle.
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| - Lose five games in a row.
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- Don't Leave Me This Way in 1986
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| - Beat Man Reds playing as South London Eagles.
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| - Win one broadcasted game.
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| - Score a goal with your goalkeeper.
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| - Win a title with Leyton Orient.
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- It's the Taking Part That Counts
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| - Win a title with Norwich.
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| - Get relegated with Reading.
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- Lob From the Half Way Line
| - Score a goal with David Beckham.
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| - Beat Man Reds playing as Newcastle.
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| - Live through the millennium Bug.
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| - Win a game in the last minute of the game.
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| - Beat Artillery FC playing as Man Reds.
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| - Build an all seater stadium.
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- Quickly Kevin, Will He Score?
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| - Read hundred news or media teletext articles.
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| - Get Fired from your role as manager.
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- Set the World in Motion in 1990
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- She Drives Me Crazy in 1989
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| - Buy a player for GBP-15m.
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| - Get promoted to Division 3 with a Division 5 team.
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- Smells Like Team Spirit in 1991
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| - Sign Robbie Fowler and Jamie Redknapp.
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| - Sign Rudi Völler and Frank Rijkaard.
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| - Win a title with Blackpool.
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- The 1988 Fairytale of New York
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| - Win with your one and only shot.
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- This is How We Do It in 1995
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| - Have a player score over fifty goals.
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- You'll Never Win Anything With Kids
| - Sign a youth player to your team.
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