*** [ DIAGNOSING ]: Core version
[i] Core: v4.4 (https://discourse.pi-hole.net/t/how-do-i-update-pi-hole/249)
[i] Branch: master
[i] Commit: v4.4-0-g9e49077
*** [ DIAGNOSING ]: Web version
[i] Web: v4.3.3 (https://discourse.pi-hole.net/t/how-do-i-update-pi-hole/249)
[i] Branch: master
[i] Commit: v4.3.3-0-g62f2ffc
*** [ DIAGNOSING ]: FTL version
[✓] FTL: v4.3.1 (https://discourse.pi-hole.net/t/how-do-i-update-pi-hole/249)
Maybe it is time to upgrade before continue troubleshooting.
P.S. There are a lot of changes between your version and the current one. I recommend you
for that.