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The Achievement is Exploration > Custom Game Novice.

It reads

Win 3 solo evenly matched Custom Games against any A.I. opponents.

I have gone Single Player > Versus A.I > Play versus A.I. and beat the the Medium A.I. at least 3 times and I have beat the hard A.I. once. The Achievement still shows 0/3 completed. Any thoughts?

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From the multiplayer menu, choose "Custom Games", Create Game, and in the game lobby, "Add AI".

"Evenly matched" in this case means you and the opponent AI have the same handicap percentage specified.

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    I got annoyed by this one, kept trying to do the Single Player option. The achievement is confusing. – Karl Aug 3 '10 at 20:07
  • I tried this, I tried again setting the Game mode from Melee to Custom and still no achievement, do I have to change the difficulty level? – tHeSiD Oct 15 '11 at 23:52
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Here's what you need to do:

  1. Go to Multiplayer
  2. Click "Create Custom"
  3. Choose the map
  4. Use the settings box on the right to change the category to "Custom"
  5. Have your opponent at 100% hp
  6. Click "Start Game"

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