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Personally, I've caught more fish moving than at anchor. (I will try to change that this Spring!)
If you were to drift in windy conditions, with a T-top or bimini, you would drift faster than the natural current and either be rushed to cast or present your lure/bait in a possible unatural manner if "drift" fishing.
Boat position is also something to consider, do you want to drift bow or stern first or at an angle to comfortably cast left or right handed or to position the boat for multiple fishermen?
Sometimes it doesn't matter. I use it more in the bay speck fishing than in the lakes/rivers or Gulf.
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