Update - 15th of January 2020: in the meanwhile AnyDesk for macOS v5.4.2 has been resealed and by allowing direct connection on both macOS and Windows on port 7070 connection seems to work properly. At least now I know where the following investigation needs to start from However, that’s a different investigation to carry out, if one wants to. I liked more the idea of having a direct connection.

Remove Direct Connection and should work again. MacOS version doesn’t currently offer the “Direct Connection” option but Windows does: You may also setup a listening port in your firewall for AnyDesk in the Security Settings ( ) If you encounter interruptions after a specific amount of time into the session, go to Settings and switch to the Connections tab. Sessions may end unexpectedly for various reasons. Unexpected session ends, disconnects, session interrupts after a certain time Problem: connection from an Anydesk PC client to a macOS AnyDesk instance drops after a few seconds/minutes with the the following error message:

Anydesk web client