This new debug log shows that DNSSEC is not enabled on the Pi-Hole.
Tried this on my raspberry pi, I can see @Tommaso_Chiti problem.
To make this work, you need to:
# stop NTP
sudo /etc/init.d/ntp stop
# Verify NTP is really gone
ps -e | grep ntpd
# If NTP is till running, kill the process (sudo kill <PID>, replace PID with the number from the previous command)
# force timesync
sudo ntpd -gq
# verify the date is correct
date
# restart NTP
sudo /etc/init.d/ntp start
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