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Here's a series of steps:

1.) Give your Pokemon the item for duplication.

2.) Save your game.

3.) Enter Bill's PC

4.) Deposit the chosen Pokemon, holding the item, into an empty box.

5.) Begin switching to another empty box, but turn off the game after the saving text finishes.

6.) Turn the game back on.

You should have both your Pokemon, holding the item, and the duplicated Pokemon, also holding the same item.

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Q: How do you duplicate items in Pokemon Gold?
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