@riegosg, thank you for the PM with the AppSettings.ini information. It does not look like that reveals any hints, the differences in the UpdateProgress section are due to the age of install and not connected to this online/offline problem you’re having.
Are both Pis on the same network? If not, you may want to check that port 8181 is open on both as we need that to connect to Cayenne and monitor online/offline status. Here is a post that has a lot of items you can check on the problem Pi to see why it might be showing as offline to Cayenne.