diff --git a/images/macos/scripts/build/configure-system.sh b/images/macos/scripts/build/configure-system.sh
index 32d64367b..12545c7b4 100644
--- a/images/macos/scripts/build/configure-system.sh
+++ b/images/macos/scripts/build/configure-system.sh
@@ -11,7 +11,8 @@ close_finder_window
 
 # Remove Parallels Desktop
 # https://github.com/actions/runner-images/issues/6105
-if is_Monterey; then
+# https://github.com/actions/runner-images/issues/10143
+if is_Monterey || is_SonomaX64 || is_VenturaX64; then
     brew uninstall parallels
 fi
 
diff --git a/images/macos/scripts/build/install-common-utils.sh b/images/macos/scripts/build/install-common-utils.sh
index cd0eab214..46e0fb01f 100644
--- a/images/macos/scripts/build/install-common-utils.sh
+++ b/images/macos/scripts/build/install-common-utils.sh
@@ -30,24 +30,38 @@ for package in $cask_packages; do
         virtualbox_cask_path=$(download_with_retry "https://raw.githubusercontent.com/Homebrew/homebrew-cask/aa3c55951fc9d687acce43e5c0338f42c1ddff7b/Casks/virtualbox.rb")
         brew install $virtualbox_cask_path
     else
-        brew install --cask $package
+        if is_Arm64 && [[ $package == "parallels" ]]; then
+            echo "Parallels installation is skipped for arm64 architecture"
+        else
+            brew install --cask $package
+        fi
     fi
 done
 
 # Load "Parallels International GmbH"
-if is_Monterey; then
+if is_Monterey || is_SonomaX64 || is_VenturaX64; then
     sudo kextload /Applications/Parallels\ Desktop.app/Contents/Library/Extensions/10.9/prl_hypervisor.kext || true
 fi
 
-# Execute AppleScript to change security preferences
+# Execute AppleScript to change security preferences for macOS12, macOS13 and macOS14
 # System Preferences -> Security & Privacy -> General -> Unlock -> Allow -> Not now
-if is_Monterey; then
+if is_Monterey || is_SonomaX64 || is_VenturaX64; then
     for retry in {4..0}; do
         echo "Executing AppleScript to change security preferences. Retries left: $retry"
         {
             set -e
             osascript -e 'tell application "System Events" to get application processes where visible is true'
-            osascript $HOME/utils/confirm-identified-developers.scpt $USER_PASSWORD
+            if is_Monterey; then
+                osascript $HOME/utils/confirm-identified-developers.scpt $USER_PASSWORD
+            fi
+            
+            if is_VenturaX64; then
+                osascript $HOME/utils/confirm-identified-developers-macos13.scpt $USER_PASSWORD
+            fi    
+            
+            if is_SonomaX64; then
+                osascript $HOME/utils/confirm-identified-developers-macos14.scpt $USER_PASSWORD
+            fi
         } && break
 
         if [[ $retry -eq 0 ]]; then
@@ -61,9 +75,17 @@ if is_Monterey; then
 fi
 
 # Validate "Parallels International GmbH" kext
-if is_Monterey; then
-    echo "Closing System Preferences window if it is still opened"
-    killall "System Preferences" || true
+if is_Monterey || is_SonomaX64 || is_VenturaX64; then
+
+    if is_Monterey; then
+        echo "Closing System Preferences window if it is still opened"
+        killall "System Preferences" || true
+    fi
+
+    if is_SonomaX64 || is_VenturaX64; then
+        echo "Closing System Settings window if it is still opened"
+        killall "System Settings" || true
+    fi
 
     echo "Checking parallels kexts"
     dbName="/var/db/SystemPolicyConfiguration/KextPolicy"
diff --git a/images/macos/scripts/docs-gen/Generate-SoftwareReport.ps1 b/images/macos/scripts/docs-gen/Generate-SoftwareReport.ps1
index 0effe1e54..ff3bb0118 100644
--- a/images/macos/scripts/docs-gen/Generate-SoftwareReport.ps1
+++ b/images/macos/scripts/docs-gen/Generate-SoftwareReport.ps1
@@ -290,7 +290,13 @@ if ($os.IsMonterey) {
     $miscellaneous.AddToolVersion("Zlib", $(Get-ZlibVersion))
 }
 
-if ($os.IsMonterey) {
+if ($os.IsSonomaX64 -or $os.IsVenturaX64) {
+    $miscellaneous = $installedSoftware.AddHeader("Miscellaneous")
+}
+if ($os.IsMonterey -or $os.IsSonomaX64 -or $os.IsVenturaX64) {
+
+    Write-Host "Adding environment variables for parallels"
+
     $miscellaneousEnv = $miscellaneous.AddHeader("Environment variables")
     $miscellaneousEnv.AddTable($(Build-MiscellaneousEnvironmentTable))
 
diff --git a/images/macos/scripts/helpers/confirm-identified-developers-macos13.scpt b/images/macos/scripts/helpers/confirm-identified-developers-macos13.scpt
new file mode 100644
index 000000000..6ab835141
--- /dev/null
+++ b/images/macos/scripts/helpers/confirm-identified-developers-macos13.scpt
@@ -0,0 +1,34 @@
+# This AppleScript clicks "Allow" for "System Software from developer "Parallels International GmbH"
+# Steps:
+# - Open System Settings -> Privacy & Security
+# - Click 'Allow' for 'System Software from developer "Parallels International GmbH'
+# - Enter password for runner
+
+on run argv
+  set userpassword to item 1 of argv
+
+  tell application "System Settings"
+    activate
+    delay 5
+  end tell
+
+  tell application "System Events"
+    tell process "System Settings"
+      set frontmost to true
+      repeat until exists window 1
+        delay 2
+      end repeat
+
+      tell splitter group 1 of group 1 of window 1
+          select row 20 of outline 1 of scroll area 1 of group 1
+          delay 5
+          click UI Element 2 of group 4 of scroll area 1 of group 1 of group 2
+          delay 5
+          keystroke userpassword
+          delay 5
+          keystroke return
+          delay 5
+      end tell
+    end tell
+  end tell
+end run
diff --git a/images/macos/scripts/helpers/confirm-identified-developers-macos14.scpt b/images/macos/scripts/helpers/confirm-identified-developers-macos14.scpt
new file mode 100644
index 000000000..4c192335a
--- /dev/null
+++ b/images/macos/scripts/helpers/confirm-identified-developers-macos14.scpt
@@ -0,0 +1,34 @@
+# This AppleScript clicks "Allow" for "System Software from developer "Parallels International GmbH"
+# Steps:
+# - Open System Settings -> Privacy & Security
+# - Click 'Allow' for 'System Software from developer "Parallels International GmbH'
+# - Enter password for runner
+
+on run argv
+  set userpassword to item 1 of argv
+
+  tell application "System Settings"
+    activate
+    delay 5
+  end tell
+
+  tell application "System Events"
+    tell process "System Settings"
+      set frontmost to true
+      repeat until exists window 1
+        delay 2
+      end repeat
+
+      tell splitter group 1 of group 1 of window 1
+          select row 18 of outline 1 of scroll area 1 of group 1
+          delay 5
+          click UI Element 2 of group 5 of scroll area 1 of group 1 of group 2
+          delay 5
+          keystroke userpassword
+          delay 5
+          keystroke return
+          delay 5
+      end tell
+    end tell
+  end tell
+end run
diff --git a/images/macos/templates/macOS-13.anka.pkr.hcl b/images/macos/templates/macOS-13.anka.pkr.hcl
index 7d003d3ec..c3587434a 100644
--- a/images/macos/templates/macOS-13.anka.pkr.hcl
+++ b/images/macos/templates/macOS-13.anka.pkr.hcl
@@ -157,7 +157,7 @@ build {
       "mv ${local.image_folder}/docs-gen ${local.image_folder}/software-report",
       "mv ${local.image_folder}/xamarin-selector ${local.image_folder}/assets",
       "mkdir ~/utils",
-      "mv ${local.image_folder}/helpers/confirm-identified-developers.scpt ~/utils",
+      "mv ${local.image_folder}/helpers/confirm-identified-developers-macos13.scpt ~/utils",
       "mv ${local.image_folder}/helpers/invoke-tests.sh ~/utils",
       "mv ${local.image_folder}/helpers/utils.sh ~/utils",
       "mv ${local.image_folder}/helpers/xamarin-utils.sh ~/utils"
diff --git a/images/macos/templates/macOS-14.anka.pkr.hcl b/images/macos/templates/macOS-14.anka.pkr.hcl
index 1dc266035..638388f10 100644
--- a/images/macos/templates/macOS-14.anka.pkr.hcl
+++ b/images/macos/templates/macOS-14.anka.pkr.hcl
@@ -157,7 +157,7 @@ build {
       "mv ${local.image_folder}/docs-gen ${local.image_folder}/software-report",
       "mv ${local.image_folder}/xamarin-selector ${local.image_folder}/assets",
       "mkdir ~/utils",
-      "mv ${local.image_folder}/helpers/confirm-identified-developers.scpt ~/utils",
+      "mv ${local.image_folder}/helpers/confirm-identified-developers-macos14.scpt ~/utils",
       "mv ${local.image_folder}/helpers/invoke-tests.sh ~/utils",
       "mv ${local.image_folder}/helpers/utils.sh ~/utils",
       "mv ${local.image_folder}/helpers/xamarin-utils.sh ~/utils"
diff --git a/images/macos/toolsets/toolset-13.json b/images/macos/toolsets/toolset-13.json
index 23a98ef1e..33b6ca65b 100644
--- a/images/macos/toolsets/toolset-13.json
+++ b/images/macos/toolsets/toolset-13.json
@@ -82,7 +82,7 @@
             "xcodes"
         ],
         "cask_packages": [
-            ""
+            "parallels"
         ]
     },
     "gcc": {
diff --git a/images/macos/toolsets/toolset-14.json b/images/macos/toolsets/toolset-14.json
index dcc3833e4..d2c867492 100644
--- a/images/macos/toolsets/toolset-14.json
+++ b/images/macos/toolsets/toolset-14.json
@@ -85,7 +85,7 @@
             "xcodes"
         ],
         "cask_packages": [
-            ""
+            "parallels"
         ]
     },
     "gcc": {