I usually do it like this: make a block of masonite or similar that is as thick as the biggest gap. Trace the floor contour onto the trim with a pencil and use the block as a sliding support. Sand the underside of the trim up to the line at a slight angle using a one-handed angle grinder with a flap disc.

The problem with a dip in the floor is, as mentioned earlier, that if you fit the trim 100%, it will be lower than the trims it connects against.
 
As previously pointed out, this is actually just something you yourself see, and the quickest solution is simply to let it be. Visitors entering the room won't focus on any gaps between the skirting board and the floor. There are probably far more interesting things to catch the eye :-) At the same time, I understand the feeling when renovating and wanting a perfect result. I myself masked with tape and applied white silicone in the gap (I don't want to use latexfox since it often turns yellow). The result was good, but if I were to do it again, I would probably skip the extra step it actually involved.
 
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