Unable to synchronize system time, Pi-hole not working

[deHakkelaar]

@thofra01

;; ->>HEADER<<- opcode: QUERY, status: SERVFAIL, id: 49956

@thofra01

;; SERVER: 127.0.0.1#53(127.0.0.1)

Have you configured DNSSEC enabled upstream DNS servers in the Pi-hole settings?

If so, your most likely are experiencing a chicken-egg dilemma (who is first).
NTP depends on DNS.
And DNS (with DNSSEC) depends on the correct time provided by NTP.

Have a read below:

Pi-Hole + Unbound with Nighthawk M1 hotspot. Was working, isn't now

I also use a travel Pi-hole connected to a router that I carry with me (somewhat similar to your setup). As others have noted, the Pi does not contain an internal clock, and relies on external ntp servers to set the time. This leads to the problem where the Pi time is off, and it can't reach an ntp server to set the time. Endless loop. Additionally, even if the Pi can reach an ntp server, if the time on the Pi is off by more than 1,000 seconds, it won't automatically sync the time. Steps yo…