I have always matched jigs and trailers. What are the advantages and reasoning behind changing up colors?
On a peanut butter n jelly skirted jig I like a green pumpkin/purple trailer. With this combo you have a brownish color in the skirt with some purple in it and the green pumpkin craw adds another color and the purple glitter in the craw compliments the purple in the jig skirt. I just like the way it looks better than a matching pb&j craw and the fish seem to like it as well.
With a black/blue jig I match the craw most of the time, unless I use a black/blue/purple jig, then I use a craw with some purple glitter in it.
For a total contrast I use a black/brown jig with a plumb trailer.