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Here is the situation I am wondering about:
My Rogue is in melee with an opponent. On his turn he disengages, and moves his full movement away from his opponent. The opponent, on their turn, uses their full movement to put themselves within 5 feet of my Rogue again, ending their turn. Can my Rogue then use the Skirmisher ability and move an additional 1/2 speed, or is the reaction essentially wasted because my Rogue has already used his full movement this turn?
I am leaning towards no.
The Scout rogue's Skirmisher feature says:
You can move up to half your speed as a reaction when an enemy ends its turn within 5 feet of you. This movement doesn’t provoke opportunity attacks.
Note that this ability uses your reaction, not your "movement". You don't have a pool of movement outside your turn, normally:
On your turn, you can move a distance up to your speed. You can use as much or as little of your speed as you like on your turn, following the rules here.
There are no general rules for willingly moving (as opposed to being forcefully moved by someone or something else) outside your turn. You normally have a pool of movement on your turn equal to your speed, and none outside it.
The Scout rogue's Skirmisher feature gives them a special way to move outside their turn. It lets them use their reaction when an enemy ends its turn within 5 feet of them, and specifies that the Scout can move a distance up to half its speed. This doesn't depend at all on how much (or how little) you moved on your turn. You can use this reaction if the requirement is met, regardless of whether you moved on your own turn.
The accepted answer to this linked question, Can you use Freedom of Movement with the Rogue Skirmisher Reaction? in V2Blast's comment may have exactly the answer you are looking for.
As stated there, your movement on your turn allows you to move up to your speed. Any other ability like the scout's skirmisher or even the battlemaster's maneuvering strike that allow characters to move with their reaction use rules independent of those that let you move your speed on your turn.
