These look very nice
Couple issues I am personally seeing:
- For the Duane one I'd either consider shortening the ink trail from the quill or extending the white area around it a bit. I think I see that the ink is supposed to bleed off into the green but it is extremely hard to see with the texture of the background so it is more tending to look like it was just a photoshop image of a quill on a white background kind of haphazardly plunked into the middle - which I know definitely isn't the case.
- Academy/Academy Honors looks a bit busy with the emblem in the middle as well as all the departmental colors. I'd either suggest taking out the emblem all together (the departments can stand together to convey the point) or, if you want the emblem, consider shrinking down the department stripes and putting the emblem on a field of one color with the department stripes on either side of it
- The Medical Discovery Award's caduceus is a bit hard to distinguish from the background. Consider darkening the background and lightening the caduceus to provide more contrast. (or vice versa)
- On the Treknobabble Citation, I almost feel the emblem you used is a little too... shiny? when compared to everything else. Maybe explore some other options with it if you aren't completely married to the idea.
- Tour of Duty: Time (New) I'd suggest shrinking down the clock just a tad so it is more in line with the other circular form emblems on the other one (such as the Ferengi or Tholian awards)
- For the Matt Jefferies Volunteer Award I personally prefer the first option, but I'd like to actually see what it would look like with the horizontal black stripe on it like in the second option.
- With the Web awards I prefer the first two options for both instead of the ones with text on them, though perhaps a more simplified web image with text might also work better.
Your Tour of Duty awards are absolutely wonderful. Great job on those! They make me want to trot my characters off to all these places just so I can collect one of each for my profile

The Command Academy one is superb too in its simplicity.
Lovely work!