P: Paste Settings not working correctly

And to add: Sometimes copy/paste doesn't even work on the first attempt. 

Having this same issue with the latest update (14.0.1). Cannot copy/paste beyond one photo. Have to continually go back and copy again to be able to paste settings. Autosync works but this is not my normal workflow. I need the ability to copy/paste as I move through my culled collection.

I never encountered ANY error message. Paste just didn't happen, that's it. 
If you ask me there are two different problems here: 1) Fail to paste (or copy) and 2) failing to paste something because of the contents of the clipboard. 

But that's only my guess. 

setting graphics processor to AUTO doesn't fix the problem here, copy/paste settings fails consistently with the same error message no matter what check boxes are checked to be copied and pasted. red banner error message: 

"some masking models failed to download. please try again later"

this is the same error message i also get when trying to apply adobe color presets & presets i have created. hoping for a fix or update soon. this has been broken for over two weeks, the preset failure has been even longer with no solution.

I have the same issue. 
MacBook Pro M1 2021, Lightroom Classic 14.0.1. 
When graphics setting is set to "off" I can copy settings but not paste them on the first attempt. I have to go back to the source image and copy again, sometime 2-3 times exactly as Bernd Rac described. 
Setting graphics setting to auto seems to solve the issue. 

I switched the graphics setting to off because otherwise it creates RAM usage of 20gb or more with huge swap files.

 I am having the exact same issues with the newest LRC update. I can't copy and paste more than once in develope module, and somtimes when I click copy settings, it flat out won't do it. It was also not copy and paste settings from previous images. I can go to Library and synch settings no problem but this nee update has completely messed up copy and paste settings in develope module. I have reset preferences and that didn't help. So frustrated. How long before we get a bug patch to fix it?

I have the same issue, but I don't think the copy is failing intermittently -- I think it is taking forever.

In my case, the past might eventually apply, but it appears to have to round-trip through sync to the cloud.

A similar issue with "Auto" exposure button - it would appear not to work - but if you wait long enough (sometimes 5-10 minutes or longer), it does work.  Confounding is that if you subsequently adjust any edit setting manually, it does work, and (perhaps has a later timestamp than) the Auto or Paste Settings that is still to apply, which then don't work.  Try Auto or Paste and leave it for a long time.  See if it works eventually.

is this the issue you're running with? Cos my masks aren't syncing.

Other folks that I know, personally, are experiencing this issue too. This is so disruptive to our workflow, and unfortunately a few catalogs that we had already run through AI were updated with this vrsion of Lightroom, so we can't downgrade yet. After using Lightroom for over a decade this is by far the worst rollout of Lightroom I've seen and I hope Adobe can get a resolution out for this ASAP because this is costing us a lot of time and unnecesscary clicks...

the copy/.paste problem is not intermittent here, it consistently fails and gives the same error message: 

"some masking models failed to download. please try again later" (someone did manage to correct the spelling in the error message from pease to please).

have tried isolating different check boxes (ie crop, mask settings) of what gets copied in the copy dialog but it always fails with that same message. sync settings doesn't work either. any suggestions on the failed presets which also give the same error message?