diff --git a/advanced/Scripts/updatecheck.sh b/advanced/Scripts/updatecheck.sh
index f8ce59dd..04f210a2 100755
--- a/advanced/Scripts/updatecheck.sh
+++ b/advanced/Scripts/updatecheck.sh
@@ -39,6 +39,10 @@ git describe --long --dirty --tags || return 1
 
 if [[ "$2" == "remote" ]]; then
 
+  if [[ "$3" == "reboot" ]]; then
+    sleep 30
+  fi
+
   GITHUB_CORE_VERSION="$(json_extract tag_name "$(curl -q 'https://api.github.com/repos/pi-hole/pi-hole/releases/latest' 2> /dev/null)")"
   GITHUB_WEB_VERSION="$(json_extract tag_name "$(curl -q 'https://api.github.com/repos/pi-hole/AdminLTE/releases/latest' 2> /dev/null)")"
   GITHUB_FTL_VERSION="$(json_extract tag_name "$(curl -q 'https://api.github.com/repos/pi-hole/FTL/releases/latest' 2> /dev/null)")"
diff --git a/advanced/pihole.cron b/advanced/pihole.cron
index 87a2bd3c..64837197 100644
--- a/advanced/pihole.cron
+++ b/advanced/pihole.cron
@@ -33,4 +33,5 @@
 */10 *  * * *   root    PATH="$PATH:/usr/local/bin/" pihole updatechecker local
 
 # Pi-hole: Grab remote version every 24 hours
-00 00  * * *   root    PATH="$PATH:/usr/local/bin/" pihole updatechecker remote
+59 17  * * *   root    PATH="$PATH:/usr/local/bin/" pihole updatechecker remote
+@reboot root    PATH="$PATH:/usr/local/bin/" pihole updatechecker remote reboot
diff --git a/automated install/basic-install.sh b/automated install/basic-install.sh
index 527e2d9f..832fd77b 100755
--- a/automated install/basic-install.sh	
+++ b/automated install/basic-install.sh	
@@ -1368,7 +1368,9 @@ installCron() {
   # Copy the cron file over from the local repo
   cp ${PI_HOLE_LOCAL_REPO}/advanced/pihole.cron /etc/cron.d/pihole
   # Randomize gravity update time
-  sed -i "s/59 1/$((1 + RANDOM % 58)) $((3 + RANDOM % 2))/" /etc/cron.d/pihole
+  sed -i "s/59 1 /$((1 + RANDOM % 58)) $((3 + RANDOM % 2))/" /etc/cron.d/pihole
+  # Randomize update checker time
+  sed -i "s/59 17/$((1 + RANDOM % 58)) $((12 + RANDOM % 8))/" /etc/cron.d/pihole
   echo -e "${OVER}  ${TICK} ${str}"
 }