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I think best would be to put several actions to a single condition. This sounds most reasonable and I think it's also visually understandable at once (due to the tree structure and those colours) and is "just" an extension of the existing stuff. Sounds good to me. I don't think that this approach would make the mapper more complicated.

Not really related, but I must admit that the mapper is not the most intuitive thing in the world, so maybe we should start implementing bubble help stuff (should exist for some remote config sites already). But then people want it localized, I guess.... :/ Just an idea flashing through my head, not much more.