diff --git a/cmake/Platform/Windows/PackagingPostBuild.cmake b/cmake/Platform/Windows/PackagingPostBuild.cmake
index 5e09743373..377a9fb221 100644
--- a/cmake/Platform/Windows/PackagingPostBuild.cmake
+++ b/cmake/Platform/Windows/PackagingPostBuild.cmake
@@ -32,6 +32,9 @@ set(_addtional_defines
     -dCPACK_RESOURCE_PATH=${CPACK_SOURCE_DIR}/Platform/Windows/Packaging
 )
 
+file(REAL_PATH "${CPACK_SOURCE_DIR}/.." _root_path)
+file(TO_NATIVE_PATH "${_root_path}/scripts/signer/Platform/Windows/signer.ps1" _sign_script)
+
 if(CPACK_LICENSE_URL)
     list(APPEND _addtional_defines -dCPACK_LICENSE_URL=${CPACK_LICENSE_URL})
 endif()
@@ -55,6 +58,30 @@ set(_light_command
     -o "${_bootstrap_output_file}"
 )
 
+set(_signing_command
+    psexec.exe
+    -accepteula 
+    -nobanner 
+    -s
+    powershell.exe
+    -NoLogo
+    -ExecutionPolicy Bypass 
+    -File ${_sign_script}
+)
+
+message(STATUS "Signing package files in ${_cpack_wix_out_dir}")
+execute_process(
+    COMMAND ${_signing_command} -packagePath ${_cpack_wix_out_dir}
+    RESULT_VARIABLE _signing_result
+    ERROR_VARIABLE _signing_errors
+    OUTPUT_VARIABLE _signing_output
+    ECHO_OUTPUT_VARIABLE
+)
+
+if(NOT ${_signing_result} EQUAL 0)
+    message(FATAL_ERROR "An error occurred during signing package files.  ${_signing_errors}")
+endif()
+
 message(STATUS "Creating Bootstrap Installer...")
 execute_process(
     COMMAND ${_candle_command}
@@ -80,6 +107,19 @@ file(COPY ${_bootstrap_output_file}
 
 message(STATUS "Bootstrap installer generated to ${CPACK_PACKAGE_DIRECTORY}/${_bootstrap_filename}")
 
+message(STATUS "Signing bootstrap installer in ${CPACK_PACKAGE_DIRECTORY}")
+execute_process(
+    COMMAND ${_signing_command} -bootstrapPath ${CPACK_PACKAGE_DIRECTORY}/${_bootstrap_filename}
+    RESULT_VARIABLE _signing_result
+    ERROR_VARIABLE _signing_errors
+    OUTPUT_VARIABLE _signing_output
+    ECHO_OUTPUT_VARIABLE
+)
+
+if(NOT ${_signing_result} EQUAL 0)
+    message(FATAL_ERROR "An error occurred during signing bootstrap installer.  ${_signing_errors}")
+endif()
+
 # use the internal default path if somehow not specified from cpack_configure_downloads
 if(NOT CPACK_UPLOAD_DIRECTORY)
     set(CPACK_UPLOAD_DIRECTORY ${CPACK_PACKAGE_DIRECTORY}/CPackUploads)
@@ -100,11 +140,9 @@ if(NOT CPACK_UPLOAD_URL)
     return()
 endif()
 
-file(REAL_PATH "${CPACK_SOURCE_DIR}/.." _root_path)
-
+file(TO_NATIVE_PATH "${_cpack_wix_out_dir}" _cpack_wix_out_dir)
 file(TO_NATIVE_PATH "${_root_path}/python/python.cmd" _python_cmd)
 file(TO_NATIVE_PATH "${_root_path}/scripts/build/tools/upload_to_s3.py" _upload_script)
-file(TO_NATIVE_PATH "${_cpack_wix_out_dir}" _cpack_wix_out_dir)
 
 function(upload_to_s3 in_url in_local_path in_file_regex)
 
diff --git a/cmake/Platform/Windows/PackagingPreBuild.cmake b/cmake/Platform/Windows/PackagingPreBuild.cmake
new file mode 100644
index 0000000000..d3924c7a02
--- /dev/null
+++ b/cmake/Platform/Windows/PackagingPreBuild.cmake
@@ -0,0 +1,37 @@
+#
+# Copyright (c) Contributors to the Open 3D Engine Project.
+# For complete copyright and license terms please see the LICENSE at the root of this distribution.
+#
+# SPDX-License-Identifier: Apache-2.0 OR MIT
+#
+#
+
+file(REAL_PATH "${CPACK_SOURCE_DIR}/.." _root_path)
+set(_cpack_wix_out_dir ${CPACK_TOPLEVEL_DIRECTORY})
+file(TO_NATIVE_PATH "${_root_path}/scripts/signer/Platform/Windows/signer.ps1" _sign_script)
+
+set(_signing_command
+    psexec.exe
+    -accepteula 
+    -nobanner 
+    -s
+    powershell.exe
+    -NoLogo
+    -ExecutionPolicy Bypass 
+    -File ${_sign_script}
+)
+
+message(STATUS "Signing executable files in ${_cpack_wix_out_dir}")
+execute_process(
+    COMMAND ${_signing_command} -exePath ${_cpack_wix_out_dir}
+    RESULT_VARIABLE _signing_result
+    ERROR_VARIABLE _signing_errors
+    OUTPUT_VARIABLE _signing_output
+    ECHO_OUTPUT_VARIABLE
+)
+
+if(NOT ${_signing_result} EQUAL 0)
+    message(FATAL_ERROR "An error occurred during signing executable files.  ${_signing_errors}")
+endif()
+
+message(STATUS "Signing exes complete!")
diff --git a/cmake/Platform/Windows/Packaging_windows.cmake b/cmake/Platform/Windows/Packaging_windows.cmake
index 5bb9928b61..ced7757852 100644
--- a/cmake/Platform/Windows/Packaging_windows.cmake
+++ b/cmake/Platform/Windows/Packaging_windows.cmake
@@ -108,7 +108,6 @@ set(_raw_text_license [[
 ]])
 
 if(LY_INSTALLER_DOWNLOAD_URL)
-
     set(WIX_THEME_WARNING_IMAGE ${CPACK_SOURCE_DIR}/Platform/Windows/Packaging/warning.png)
 
     if(LY_INSTALLER_LICENSE_URL)
@@ -138,6 +137,10 @@ if(LY_INSTALLER_DOWNLOAD_URL)
     # the bootstrapper will at the very least need a different upgrade guid
     generate_wix_guid(CPACK_WIX_BOOTSTRAP_UPGRADE_GUID "${_guid_seed_base}_Bootstrap_UpgradeCode")
 
+    set(CPACK_PRE_BUILD_SCRIPTS
+        ${CPACK_SOURCE_DIR}/Platform/Windows/PackagingPreBuild.cmake
+    )
+
     set(CPACK_POST_BUILD_SCRIPTS
         ${CPACK_SOURCE_DIR}/Platform/Windows/PackagingPostBuild.cmake
     )
diff --git a/scripts/build/Platform/Windows/build_config.json b/scripts/build/Platform/Windows/build_config.json
index 3848e6f980..e33025a4d9 100644
--- a/scripts/build/Platform/Windows/build_config.json
+++ b/scripts/build/Platform/Windows/build_config.json
@@ -351,17 +351,21 @@
         "CMAKE_NATIVE_BUILD_ARGS": "/m /nologo"
     }
   },
-  "windows_installer": {
+  "installer_vs2019": {
     "TAGS": [
-      "nightly-clean"
+      "nightly-clean",
+      "nightly-installer"
     ],
+    "PIPELINE_ENV":{
+      "NODE_LABEL":"windows-packaging"
+    },
     "COMMAND": "build_installer_windows.cmd",
     "PARAMETERS": {
         "CONFIGURATION": "profile",
         "OUTPUT_DIRECTORY": "build\\windows_vs2019",
         "CMAKE_OPTIONS": "-G \"Visual Studio 16 2019\" -DCMAKE_SYSTEM_VERSION=10.0 -DLY_UNITY_BUILD=TRUE -DLY_DISABLE_TEST_MODULES=TRUE -DLY_VERSION_ENGINE_NAME=o3de-sdk -DLY_INSTALLER_WIX_ROOT=\"!WIX! \"",
-        "EXTRA_CMAKE_OPTIONS": "-DLY_INSTALLER_AUTO_GEN_TAG=ON -DLY_INSTALLER_DOWNLOAD_URL=https://www.o3debinaries.org -DLY_INSTALLER_LICENSE_URL=https://www.o3debinaries.org/license",
-        "CPACK_BUCKET": "spectra-prism-staging-us-west-2",
+        "EXTRA_CMAKE_OPTIONS": "-DLY_INSTALLER_AUTO_GEN_TAG=ON -DLY_INSTALLER_DOWNLOAD_URL=!INSTALLER_DOWNLOAD_URL! -DLY_INSTALLER_LICENSE_URL=!INSTALLER_DOWNLOAD_URL!/license",
+        "CPACK_BUCKET": "!INSTALLER_BUCKET!",
         "CMAKE_LY_PROJECTS": "",
         "CMAKE_TARGET": "ALL_BUILD",
         "CMAKE_NATIVE_BUILD_ARGS": "/m /nologo"
diff --git a/scripts/signer/Platform/Windows/signer.ps1 b/scripts/signer/Platform/Windows/signer.ps1
new file mode 100644
index 0000000000..5366564140
--- /dev/null
+++ b/scripts/signer/Platform/Windows/signer.ps1
@@ -0,0 +1,99 @@
+#
+# Copyright (c) Contributors to the Open 3D Engine Project.
+# For complete copyright and license terms please see the LICENSE at the root of this distribution.
+#
+# SPDX-License-Identifier: Apache-2.0 OR MIT
+#
+#
+
+param (
+    [String[]] $exePath,
+    [String[]] $packagePath,
+    [String[]] $bootstrapPath,
+    [String[]] $certificate
+)
+
+# Get prerequisites, certs, and paths ready
+$tempPath = [System.IO.Path]::GetTempPath() # Order of operations defined here: https://docs.microsoft.com/en-us/dotnet/api/system.io.path.gettemppath?view=net-5.0&tabs=windows#remarks
+$certThumbprint = Get-ChildItem -Path Cert:LocalMachine\MY -CodeSigningCert -ErrorAction Stop | Select-Object -ExpandProperty Thumbprint # Grab first certificate from local machine store
+
+if ($certificate) {
+    Write-Output "Checking certificate thumbprint $certificate"
+    Get-ChildItem -Path Cert:LocalMachine\MY -ErrorAction SilentlyContinue | Where-Object {$_.Thumbprint -eq $certificate} # Prints certificate Thumbprint and Subject if found
+    if($?) {
+        $certThumbprint = $certificate
+    }
+    else {
+        Write-Error "$certificate thumbprint not found, using $certThumbprint thumbprint instead"
+    }
+}
+
+Try { 
+    $signtoolPath = Resolve-Path "C:\Program Files*\Windows Kits\10\bin\*\x64\signtool.exe" -ErrorAction Stop | Select-Object -Last 1 -ExpandProperty Path
+    $insigniaPath = Resolve-Path "C:\Program Files*\WiX*\bin\insignia.exe" -ErrorAction Stop | Select-Object -Last 1 -ExpandProperty Path
+}
+Catch {
+    Write-Error "Signtool or Wix insignia not found! Exiting."
+}
+
+function Write-Signature {
+    param (
+        $signtool,
+        $thumbprint,
+        $filename
+    )
+
+    $attempts = 2
+    $sleepSec = 5
+
+    Do {
+        $attempts--
+        Try {
+            & $signtool sign /tr http://timestamp.digicert.com /td sha256 /fd sha256 /sha1 $thumbprint /sm $filename
+            & $signtool verify /pa /v $filename
+            return
+        }
+        Catch {
+            Write-Error $_.Exception.InnerException.Message -ErrorAction Continue
+            Start-Sleep -Seconds $sleepSec
+        }
+    } while ($attempts -lt 0)
+
+    throw "Failed to sign $filename" # Bypassed in try block if the command is successful
+}
+
+# Looping through each path insteaad of globbing to prevent hitting maximum command string length limit
+if ($exePath) {
+    Write-Output "### Signing EXE files ###"
+    $files = @(Get-ChildItem $exePath -Recurse *.exe | % { $_.FullName })
+    foreach ($file in $files) {
+        Write-Signature -signtool $signtoolPath -thumbprint $certThumbprint -filename $file
+    }
+}
+
+if ($packagePath) {
+    Write-Output "### Signing CAB files ###"
+    $files = @(Get-ChildItem $packagePath -Recurse *.cab | % { $_.FullName })
+    foreach ($file in $files) {
+        Write-Signature -signtool $signtoolPath -thumbprint $certThumbprint -filename $file
+    }
+
+    Write-Output "### Signing MSI files ###"
+    $files = @(Get-ChildItem $packagePath -Recurse *.msi | % { $_.FullName })
+    foreach ($file in $files) {
+        & $insigniaPath -im $files
+        Write-Signature -signtool $signtoolPath -thumbprint $certThumbprint -filename $file
+    }
+}
+
+if ($bootstrapPath) {
+    Write-Output "### Signing bootstrapper EXE ###"
+    $files = @(Get-ChildItem $bootstrapPath -Recurse *.exe | % { $_.FullName })
+    foreach ($file in $files) {
+        & $insigniaPath -ib $file -o $tempPath\engine.exe
+        Write-Signature -signtool $signtoolPath -thumbprint $certThumbprint -filename $tempPath\engine.exe
+        & $insigniaPath -ab $tempPath\engine.exe $file -o $file
+        Write-Signature -signtool $signtoolPath -thumbprint $certThumbprint -filename $file
+        Remove-Item -Force $tempPath\engine.exe
+    }
+}
\ No newline at end of file