diff --git a/images/macos/provision/configuration/configure-machine.sh b/images/macos/provision/configuration/configure-machine.sh
index 8cbf869c8..ab8b2d8d9 100644
--- a/images/macos/provision/configuration/configure-machine.sh
+++ b/images/macos/provision/configuration/configure-machine.sh
@@ -60,6 +60,44 @@ done
 
 rm -f ./add-certificate
 
+# enable-automationmode-without-authentication
+if is_Monterey; then
+retry=10
+while [ $retry -gt 0 ]; do
+{
+osascript <<EOF
+    tell application "Terminal"
+        activate
+        do script "automationmodetool enable-automationmode-without-authentication"
+        delay 2
+        tell application "System Events"
+            keystroke "${PASSWORD}"
+            keystroke return
+        end tell
+    end tell
+    delay 5
+EOF
+} && break
+
+    retry=$((retry-1))
+    if [ $retry -eq 0 ]; then
+        echo "No retry attempts left"
+        exit 1
+    fi
+    sleep 10
+done
+
+    term_service=$(launchctl list | grep -i terminal | cut -f3)
+    echo "Close terminal windows: gui/501/${term_service}"
+    launchctl bootout gui/501/${term_service} && sleep 5
+
+    # test enable-automationmode-without-authentication
+    if [[ ! "$(automationmodetool)" =~ "DOES NOT REQUIRE" ]]; then
+        echo "Failed to enable enable-automationmode-without-authentication option"
+        exit 1
+    fi
+fi
+
 # Create symlink for tests running
 if [ ! -d "/usr/local/bin" ];then
     sudo mkdir -p -m 775 /usr/local/bin
diff --git a/images/macos/provision/configuration/configure-tccdb-macos11.sh b/images/macos/provision/configuration/configure-tccdb-macos11.sh
index 449fd8a55..35525bd80 100644
--- a/images/macos/provision/configuration/configure-tccdb-macos11.sh
+++ b/images/macos/provision/configuration/configure-tccdb-macos11.sh
@@ -44,6 +44,7 @@ userValuesArray=(
     "'kTCCServiceUbiquity','com.apple.PassKitCore',0,2,5,1,NULL,NULL,NULL,'UNUSED',NULL,0,1619516250"
     "'kTCCServiceAppleEvents','/Library/Application Support/Veertu/Anka/addons/ankarund',1,2,3,1,X'fade0c00000000ac0000000100000006000000020000001e636f6d2e7665657274752e616e6b612e6164646f6e732e616e6b6172756e0000000000060000000f000000060000000e000000010000000a2a864886f76364060206000000000000000000060000000e000000000000000a2a864886f7636406010d0000000000000000000b000000000000000a7375626a6563742e4f550000000000010000000a545439464157503656340000',NULL,0,'com.apple.finder',X'fade0c000000002c00000001000000060000000200000010636f6d2e6170706c652e66696e64657200000003',NULL,1629294900"
     "'kTCCServiceAppleEvents','/Library/Application Support/Veertu/Anka/addons/ankarund',1,2,3,1,X'fade0c00000000ac0000000100000006000000020000001e636f6d2e7665657274752e616e6b612e6164646f6e732e616e6b6172756e0000000000060000000f000000060000000e000000010000000a2a864886f76364060206000000000000000000060000000e000000000000000a2a864886f7636406010d0000000000000000000b000000000000000a7375626a6563742e4f550000000000010000000a545439464157503656340000',NULL,0,'com.apple.systemevents',X'fade0c000000003400000001000000060000000200000016636f6d2e6170706c652e73797374656d6576656e7473000000000003',NULL,164456761"
+    "'kTCCServiceAppleEvents','/usr/libexec/sshd-keygen-wrapper',1,2,3,1,X'fade0c000000003c0000000100000006000000020000001d636f6d2e6170706c652e737368642d6b657967656e2d7772617070657200000000000003',NULL,0,'com.apple.Terminal',X'fade0c000000003000000001000000060000000200000012636f6d2e6170706c652e5465726d696e616c000000000003',NULL,1650386089"
 )
 for values in "${userValuesArray[@]}"; do
     configure_user_tccdb "$values"
diff --git a/images/macos/templates/macOS-12.json b/images/macos/templates/macOS-12.json
index c9477bb6b..e9117a80b 100644
--- a/images/macos/templates/macOS-12.json
+++ b/images/macos/templates/macOS-12.json
@@ -121,7 +121,8 @@
             ],
             "environment_vars": [
                 "IMAGE_VERSION={{user `build_id`}}",
-                "IMAGE_OS={{user `image_os`}}"
+                "IMAGE_OS={{user `image_os`}}",
+                "PASSWORD={{user `vm_password`}}"
             ]
         },
         {
diff --git a/images/macos/tests/System.Tests.ps1 b/images/macos/tests/System.Tests.ps1
index ea96602e3..50fa16f8d 100644
--- a/images/macos/tests/System.Tests.ps1
+++ b/images/macos/tests/System.Tests.ps1
@@ -54,3 +54,9 @@ Describe "Open windows" {
         $openWindows.Split(",").Trim() | Where-Object { $_ -notmatch "NotificationCenter" } | Should -BeNullOrEmpty
     }
 }
+
+Describe "AutomationModeTool" {
+    It "Does not require user authentication" -Skip:(-not $os.IsMonterey) {
+        automationmodetool | Out-String | Should -Match "DOES NOT REQUIRE"
+    }
+}