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2nd Gen Gym Leader Whitney

When I was a stupid kid I think I just power-level my Pokemon until I could beat her with brute force. Took sooo long every single playthrough.

When I got older I discovered Sleep Powder. Works for me.
 
I think the best way to beat Whitney was to have a Pokemon with a Fighting-type move. If that failed, I would usually try to stall out her Miltank by using Gastly + Curse. In-game I think that the Ghost-type + Curse combination can actually bring you a relative degree of success especially since most of the Gym leaders have fewer than 6 Pokemon.
 
I dont recall ever having trouble with her in crystal when i played it. In Heartgold i remember it was slightly more challenging than the average gym, but still nothing crazy.
 
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