You may face issue when your clock is not synchronized properly and you’re not able to re-sync time. Example: timestamps differ by 367 seconds - check your system clock
sudo sntp -S time.apple.com
+367.274403 +/- 0.000214 time.apple.com 17.253.20.253
In that case we see time differs by 367s and it’s still same (no change to difference). To fix this you need to kill timed process that should start sync time again:
sudo ps -ax | grep timed
117 ?? 0:00.10 /usr/libexec/timed
sudo kill -9 117
sudo sntp -S time.apple.com
+0.107267 +/- 0.000198 time.apple.com 17.253.20.253
Time difference is fixed now.