HT201317 Photo stream won't sync all photos that I add to it

I recently downloaded iPhoto to my Mac so that I could easily get all of my pictures from my photo stream onto my computer.
In the default stream I have 558 photos. iPhoto will only sync about 400 of them. So I decided to create a shared photo stream and added all of the images from the main one into that one. However it will not add them to the stream at all.
It initially added them all, but as it syncs the number of photos in that stream keeps going down. It is down to about 200 at the time of writing this and it is still steadily deleting the photos.
Why will my photo stream not sync properly?

That's she way it works. See here: http://support.apple.com/kb/ht4486
Relevant section:
When do photos upload to My Photo Stream?
When you enable My Photo Stream on your devices, all new photos you take or import to those devices will be automatically added to your photo stream.
iOS devices: New photos you take are automatically uploaded to your photo stream when you leave the Camera app and are connected to Wi-Fi. My Photo Stream does not push photos over cellular connections.
Macs: Any new photos you import to iPhoto or Aperture begin uploading automatically when you have a Wi-Fi or Ethernet connection. Or you can change your iPhoto or Aperture preferences so that only photos you manually add to My Photo Stream are uploaded.
PC with iCloud Control Panel 2.1 or later: Open a Windows Explorer window and under Favorites select iCloud Photos if you are using iCloud Control Panel 3.0 or later (or Photo Stream if you are using 2.1 to 2.1.3). Open My Photo Stream. Click the "Add photos" button. Select the photos to import to My Photo Stream, then click Open.

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