Robert Comsol wrote:

Originally, starship personnel (in contrast to starbase personnel) had the Enterprise's insignia.
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Ugh. There's also a secretary wearing the
Enterprise arrowhead at Starbase 11 in
The Menagerie, Part I [
http://tos.trekcore.com/hd/albums/1x...part1hd021.jpg, at row 7, column 3 of
http://tos.trekcore.com/hd/thumbnail...lbum=12&page=1]. I just close my eyes and pretend these don't exist, or chalk them up as costume errors.
Then, all Commodores and Admirals and Starbase personnel wore that "flower" insignia.
But then, it also became the insignia of the USS Lexington (that's the only starship we've seen that has this insignia).
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But, isn't Wesley the only officer whose insignia we get a good look at on the
Lexington? I always thought that he wore the flower because he was normally assigned to starbase/space station, but he was in command of the battle fleet in wargames against the M5. If that was the case, then we never see the
Lexington insignia. Now the question would then become, where was the captain of the
Lexington, and that I have no answer for.
Notice Commodore Wesley's high command chair (neither Exeter or Defiant had this chair), looks like the Lexington might be Starfleet's flagship (in the mirror universe, ISS Enterprise apparently is the flagship there)
Bob
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Well, the high-back could just be a normal variant, too, with no special significance, couldn't it?