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You have to be able to switch it up live, like woody said, so if you only ever pre-plan your sets and realise the plan is not working your going to be screwed.
Also, you don't need to know the exact mixing points for each possible combination of tracks. Just learn your tracks well enough so you know the breakdown is there, or the intro is x long before the bassline comes in, or I know I have 2 mins of just percussion at the end of this track to mix out of etc. By learning the tracks in your crate well you'll have a better idea of what will go and what won't.
Having said that, some DJ's do completely pre-plan their sets. I thought (not sure) I heard that PVD did/does this. I think he can get away with it becuase if need be he can wing it easily, and also the crowd knows what they are going to get from him and are into his music anyway.
I personally will just mix what fits in a live situation, but like to have a have a few set pieces (a mix of two or more tracks that go very well), of a particular type (progressive/trance/funky) so at least if I have to just freestyle it to be able to change flow of music type, I can still rely on some mixes that know will work.
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