Looking at the first post, it seems as though the points which stay fixed are the ones not directly under the media item before it moves, which makes sense if you think about it. How is Reaper supposed to know which automation points to move with a particular item if they're not in the same time range?
It would be great it Reaper let you lasso items and automation points together to move them "manually" in this way, but I don't think it does (at least, I can't see how).
In the meantime, Ripple is your friend. When you move an item, it will also move everything to the right of that item by the same amount so they stay in their relative positions. You can do this either only affecting things on the same track(s) as what you move, or on all tracks. Beware that if you have an automation point just BEFORE the item you move, it will not Ripple, so you may still have some tidying up to do.
Andy
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