On Friday, September 21, 2018 at 11:10:02 AM UTC+2, Vasily Galkin wrote:
>
> I tried with completely closing rdp sessions and disabling the software 
> that teoretically can "mess" with keyboard and clipboard (synergy), 
> and TortoiseSVN behaviour doesn't change.
>
> And the clipboard is not empty - on one of the next TortoiseSVN 
> executions, when the problem doesn't appear - pasting works fine.
>

The clipboard is a global resource. If another app opens the clipboard but 
forgets to close it, other apps can not use it.
https://docs.microsoft.com/en-us/windows/desktop/api/winuser/nf-winuser-openclipboard
https://docs.microsoft.com/en-us/windows/desktop/api/winuser/nf-winuser-closeclipboard

I've had the same problem once, but only until I found the tool that 
misbehaved and I removed it.
Some tools just call OpenClipboard but fail for whatever reason to call 
CloseClipboard. The reason it works for you sometimes is that Windows 
automatically closes the clipboard again if the process that opened it 
exits.

you could try a tool like Clipboard Spy or ClipSpy+ 
(https://www.codeproject.com/Articles/22624/ClipSpy).

Stefan

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