This week we had several appliances show as down, however, it ended up being how Datto reports in, and their own DNS issues. To quote from support:

For all agents on all of the devices, they are configured to take multiple backups daily. The off-site sync is scheduled to run as “every day” which really means ‘after the last backup of the day completes’. By sheer luck I was looking at these devices right at 6:00 pm and watched their 6:00 backup run which happened to be their last backup of the day. Offsite sync immediately started right after the backup completed…

Long story short, all is good here. It’s just that we had not hit the point in the day yet when the devices sync to the cloud.

One side note, device XXXXXXXXXXX is reporting all outbound connectivity as failed. However, the public DNS in the DNS override is set to 1.1.1.1. This is fine, it works just the same except that there is a known issue on our side where it does not report correctly. If you were to switch that to 8.8.8.8 it would report all successful. However, that is your call if you want to change that or leave it as is. Local backups and off-site sync will all still function correctly.

tldr: Don’t use 1.1.1.1 for DNS and don’t expect accurate reporting until some time after the final scheduled backup for the day completed.