Why are my files shrinking in MB so much when I crop?

No matter what, when I crop an image, even just the tiniest amount off of the edges my files are shrinking drastically. If I don't touch the file with cropping, it doesn't shrink when I save. So it's not a compression issue that I know of. An example would be of a 6 or 7 mb file shrinking down to anywhere from 900 something kb to 1.5 mb. I do these files for a photographer and for enlargements bigger than 8x10 that just won't work, so he has to re-do them, and he doesn't get this issue like I do. Is it possibly a setting in CS5? I've been banging my head over this for a few days because it's driving him crazy.
I'm just doing simple edits, curves in the studio and actions outdoors. Batch saving---if you think it could possibly something involved in that. (which I don't because it happens even when I don't batch save.)

He shoots in Jpeg, with a Nikon D300s that is 12 megapixels. Here is a screenshot with the crop bar open....Not really sure what other screen shots would help you. This particular file started out as 3 mb and shrunk to 904 kb. Studio files are typically smaller starting out, so that is why the 3 mb.

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(Error code - 36)"
Followed by the choices: "Stop" or "Continue".
I have a bad feeling that my startup disk is too small but I am not sure.
Most of the files work fine. However some of the files cause disc burner to not be able to use them in the disc image before I burn. Why would this be?
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I have a bad feeling that my OSX startup drive is too small for disk burning - it is only 4 GIGs in total and OSX Disc burner (Disc copy) is first making a disk image on my startup volume before it burns it. Perhaps that disk image is too large for the startup volume. Is there any way I could ask OSX to put this disk image on the second larger hard drive instead (not the startup drive?).
Here is my process (I hope I am doing this right - I am new at this):
1. I first insert a blank DVD-R
2. A message pops up asking my if I would like to create a blank disc image for this disk (I think this is the typical Disk Copy utility window. I say "yes" and give it a name and choose the "DVD-R or DVD-RAM" option. (I am not sure if there are other important settings to choose here or better settings to use but I guessed the other options that seemed obvious. A blank disk image is created with an icon that looks like a DVD disk.
3. Then I drag my chosen files to this blank disc image. It takes about 30 minutes to copy over. Thats when I receive the error message that some files couldn't be "read or written". The other files work fine but it would be nice if they all worked.
Why would some files not be readable or writeable?
4. Then I choose file/burn in the top menu and the DVD is created. This takes another 20 - 30 minutes. At the very end of the process another message pops up saying:
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However all the files that made it onto the final DVD are fine - its just that its not all of the ones I originally chose in the first step when dragging to create the disk image.
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Why are some files not "readable or writeable" as it indicates in the error message?
Is my 4 GIG startup disk too small for this? or are the music files possibly corrupt? or could there be some other possible problem?
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To follow up, I have some good news. After following your advice Kappy, it now works very well Thanks! Instead of using the 4 GIG volume for the OS, I am now using an 8 GIG partition on an 80 GIG drive. So now the OS has some room to operate. No disk errors occured on my first DVD
Now there was one problem. The second DVD burned gave me an error. I am not sure why but I am going to guess that because I had to installed the OS onto an 8 GIG partition maybe the OS needs to be rebooted in between disk burns because although 8 GIGs is certainly greater than the 4 GIGs I gave it last time, it still isn't a lot of space - maybe just enough to do one DVD at a time. Thats only a guess. So I rebooted to see if that clears the system out ready for the next DVD and I am trying to burn the second DVD again. If I remember I will report back. In any case, yes, this seems to be working. I hope this second DVD burns well too.
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