Thanks for the new logs. It looks like the DisplayLink agent doesn't receive events from the OS when a new screen is created. Do you see an new extra screen created in the OS (SystemPreferences->Displays - Arrangement tab). You should show 2 screens. What happen if you change resolution?
These kind of screen events are sent by the WindowServer process. I can see a new screen reported in system log with the following ID:
0x2b105197: Unit 7: Startup Mode 1280 x 1024
but for some reason the WindowServer seems not forwarding this info.
Unfortunately it's not a known issue. I will probably ask to do additional tests. Have you installed any particular software that could interfere with the WindowServer? In case try to temporarily uninstall it.
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