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Sorry for being obtuse, but can you post screenshots of what you’re talking about? I cannot find the first checkbox mentioned anywhere. The only prompt I get while connecting is for username and password.
Once connected, the display panel I see is like the one pictured here https://www.nomachine.com/DT10K00060&dn=#5. There is a “Resize Remote Screen” icon but no checkbox. I cannot figure out what the icon is telling me about the state of the setting. If I click the icon once the server resolution does change, although not back to the original resolution, and nothing about the icon changes as far as I can see to show it’s state. If I click the icon again, the server resolution changes again, although not back to the original resolution, and nothing about the icon changes as far as I can see.
Alternately, if there’s a config file where I can specify these rather than fighting with the GUI that would be great.