diff --git a/advanced/Scripts/piholeDebug.sh b/advanced/Scripts/piholeDebug.sh
index 7f66d7ca..f1b420e3 100755
--- a/advanced/Scripts/piholeDebug.sh
+++ b/advanced/Scripts/piholeDebug.sh
@@ -396,14 +396,20 @@ check_critical_program_versions() {
 os_check() {
     # This function gets a list of supported OS versions from a TXT record at versions.pi-hole.net
     # and determines whether or not the script is running on one of those systems
-    local remote_os_domain valid_os valid_version detected_os detected_version
+    local remote_os_domain valid_os valid_version detected_os detected_version cmdResult digReturnCode response
     remote_os_domain="versions.pi-hole.net"
 
     detected_os=$(grep "\bID\b" /etc/os-release | cut -d '=' -f2 | tr -d '"')
     detected_version=$(grep VERSION_ID /etc/os-release | cut -d '=' -f2 | tr -d '"')
 
-    IFS=" " read -r -a supportedOS < <(dig +short -t txt ${remote_os_domain} @ns1.pi-hole.net | tr -d '"')
+    cmdResult="$(dig +short -t txt ${remote_os_domain} @ns1.pi-hole.net 2>&1; echo $?)"
+    #Get the return code of the previous command (last line)
+    digReturnCode="${cmdResult##*$'\n'}"
 
+    # Dig returned 0 code, so get the actual response, and loop through it to determine if the detected variables above are valid
+    response="${cmdResult%%$'\n'*}"
+
+    IFS=" " read -r -a supportedOS < <(echo "${response}" | tr -d '"')
     for distro_and_versions in "${supportedOS[@]}"
     do
         distro_part="${distro_and_versions%%=*}"
@@ -423,7 +429,9 @@ os_check() {
         fi
     done
 
-    # Display findings back to the user
+    log_write "${INFO} dig return code:  ${digReturnCode}"
+    log_write "${INFO} dig response:  ${response}"
+
     if [ "$valid_os" = true ]; then
         log_write "${TICK} Distro:  ${COL_GREEN}${detected_os^}${COL_NC}"
 
diff --git a/automated install/basic-install.sh b/automated install/basic-install.sh
index 67d21ac5..ae1a0af5 100755
--- a/automated install/basic-install.sh	
+++ b/automated install/basic-install.sh	
@@ -182,18 +182,27 @@ os_check() {
     if [ "$PIHOLE_SKIP_OS_CHECK" != true ]; then
         # This function gets a list of supported OS versions from a TXT record at versions.pi-hole.net
         # and determines whether or not the script is running on one of those systems
-        local remote_os_domain valid_os valid_version detected_os detected_version display_warning
+        local remote_os_domain valid_os valid_version valid_response detected_os detected_version display_warning cmdResult digReturnCode response
         remote_os_domain="versions.pi-hole.net"
 
         detected_os=$(grep "\bID\b" /etc/os-release | cut -d '=' -f2 | tr -d '"')
         detected_version=$(grep VERSION_ID /etc/os-release | cut -d '=' -f2 | tr -d '"')
 
-        IFS=" " read -r -a supportedOS < <(dig +short -t txt ${remote_os_domain} @ns1.pi-hole.net | tr -d '"')
+        cmdResult="$(dig +short -t txt ${remote_os_domain} @ns1.pi-hole.net 2>&1; echo $?)"
+        #Get the return code of the previous command (last line)
+        digReturnCode="${cmdResult##*$'\n'}"
 
-        if [ ${#supportedOS[@]} -eq 0 ]; then
-            printf "  %b %bRetrieval of supported OS failed. Please contact support. %b\\n" "${CROSS}" "${COL_LIGHT_RED}" "${COL_NC}"
-            exit 1
+        if [ ! "${digReturnCode}" == "0" ]; then
+            valid_response=false
         else
+            # Dig returned 0 code, so get the actual response, and loop through it to determine if the detected variables above are valid
+            response="${cmdResult%%$'\n'*}"
+            # If the value of ${result} is a single 0, then this is the return code, not the response. Response is blank
+            if [ "${response}" == 0 ]; then
+                valid_response=false
+            fi
+
+            IFS=" " read -r -a supportedOS < <(echo "${response}" | tr -d '"')
             for distro_and_versions in "${supportedOS[@]}"
             do
                 distro_part="${distro_and_versions%%=*}"
@@ -214,23 +223,40 @@ os_check() {
             done
         fi
 
-        if [ "$valid_os" = true ] && [ "$valid_version" = true ]; then
+        if [ "$valid_os" = true ] && [ "$valid_version" = true ] && [ ! "$valid_response" = false ]; then
             display_warning=false
         fi
 
         if [ "$display_warning" != false ]; then
-            printf "  %b %bUnsupported OS detected: %s %s%b\\n" "${CROSS}" "${COL_LIGHT_RED}" "${detected_os^}" "${detected_version}" "${COL_NC}"
-            printf "      https://docs.pi-hole.net/main/prerequesites/#supported-operating-systems\\n"
+            if [ "$valid_response" = false ]; then
+
+                if [ "${digReturnCode}" -eq 0 ]; then
+                    errStr="dig suceeded, but response was blank. Please contact Support"
+                else
+                    errStr="dig failed with return code ${digReturnCode}"
+                fi
+                printf "  %b %bRetrieval of supported OS list failed. %s. %b\\n" "${CROSS}" "${COL_LIGHT_RED}" "${errStr}" "${COL_NC}"
+                printf "      %bUnable to determine if the detected OS (%s %s) is supported%b\\n" "${COL_LIGHT_RED}" "${detected_os^}" "${detected_version}" "${COL_NC}"
+            else
+                printf "  %b %bUnsupported OS detected: %s %s%b\\n" "${CROSS}" "${COL_LIGHT_RED}" "${detected_os^}" "${detected_version}" "${COL_NC}"
+                printf "      If you are seeing this message and you do have a supported OS, please contact support.\\n"
+            fi
+            printf "\\n"
+            printf "      %bhttps://docs.pi-hole.net/main/prerequesites/#supported-operating-systems%b\\n" "${COL_LIGHT_GREEN}" "${COL_NC}"
+            printf "\\n"
+            printf "      If you wish to attempt to continue anyway, you can try one of the following commands to skip this check:\\n"
             printf "\\n"
             printf "      e.g: If you are seeing this message on a fresh install, you can run:\\n"
-            printf "             'curl -sSL https://install.pi-hole.net | PIHOLE_SKIP_OS_CHECK=true sudo -E bash'\\n"
+            printf "             %bcurl -sSL https://install.pi-hole.net | PIHOLE_SKIP_OS_CHECK=true sudo -E bash%b\\n" "${COL_LIGHT_GREEN}" "${COL_NC}"
             printf "\\n"
             printf "           If you are seeing this message after having run pihole -up:\\n"
-            printf "             'PIHOLE_SKIP_OS_CHECK=true sudo -E pihole -r'\\n"
+            printf "             %bPIHOLE_SKIP_OS_CHECK=true sudo -E pihole -r%b\\n" "${COL_LIGHT_GREEN}" "${COL_NC}"
             printf "           (In this case, your previous run of pihole -up will have already updated the local repository)\\n"
             printf "\\n"
+            printf "      It is possible that the installation will still fail at this stage due to an unsupported configuration.\\n"
             printf "      If that is the case, you can feel free to ask the community on Discourse with the %bCommunity Help%b category:\\n" "${COL_LIGHT_RED}" "${COL_NC}"
-            printf "      https://discourse.pi-hole.net/c/bugs-problems-issues/community-help/\\n"
+            printf "      %bhttps://discourse.pi-hole.net/c/bugs-problems-issues/community-help/%b\\n" "${COL_LIGHT_GREEN}" "${COL_NC}"
+            printf "\\n"
             exit 1
 
         else