So, I booted with both the old and the newly flashed usb.
As before, I could login with this adress. The login didn't require any password. Checking the trial status it prompted me to adjust the network settings and so I set the static IPv4 to 192.168.1.100
Now the trial shows the days remaining and the servers seems to let me do everything I could do before, only I don't know if it's going to occasionally stop like it also was doing before. Now the webgui is accessable through the ip I set.
Rebooting the system again and the ip I set before times out the page. The only way to access it is through this 169.254.200.22 ip. Again, the trial " Cannot connect to key-server! ".
I went to the network setting to change the IPv4 again (this time to 192.168.1.99). just like before it "works"
I'm starting to guess it's a problem with my usb device...
Just to be sure I attached the diagnostics and system log files if it's in any case helpful.
friariello-syslog-20200528-1441.zip friariello-diagnostics-20200528-1641.zip