Why when I upload clips to Xbox Network they stop working?

I apologize but that will not be possible. Your friend's game clips may have been uploaded to Xbox Network already that's why it's still visible from there.

when you share a clip to another person it uploads it to the xbox network, his settings must not be set right, as with all clips you upload regardless of feed or not can still be viewed.

Same issues. So I tried to delete a clip in the app and it said it was unable to. I deleted it from the network with the Xbox one and it deleted. I also deleted a clip from the console hard drive along with several screenshots and that works with no issues.

Sometimes when viewing clips on the network it shows old clips that I've already deleted, but they aren't veiwable. Switching between everything and game clips in manage captures makes them disappear.

This does not happen when I delete clips or screenshots directly from the Xbox one hard drive.

I checked network settings and it says NAT type: Open and all services available.

Still can't delete or upload screenshots at all, only clips.

I really apologize for the trouble that this has caused. It’s really not normal to happen for a game clip to be deleted when we connect to Xbox Network they should always still be there even clips that were uploaded to Xbox Network already should still be visible on our console storage.

Unfortunately captures are automatically deleted from the Xbox network after 90 days now. You could try opening the Captures app and selecting "On this Xbox console" from the drop-down list at the upper-left, as clips are not automatically deleted from the console itself after 90 days, although they do get deleted from there over time as you capture new clips and screenshots. It's worth checking though.

What I do is set the console to automatically upload my captures to both the Xbox network and OneDrive, as they are not automatically deleted from OneDrive and it makes it easy to save any ones that I want to keep on my PC. Unfortunately, you can't share clips uploaded to OneDrive on your profile or via an Xbox message, which is why I upload to both.

But yeah, if your missing clips are not on the console itself and you only uploaded them to the Xbox network, they are gone for good I'm afraid.