diff --git a/.bin/Scripts/Launch.cmd b/.bin/Scripts/Launch.cmd
index 18c304f2..faea56f8 100644
--- a/.bin/Scripts/Launch.cmd
+++ b/.bin/Scripts/Launch.cmd
@@ -263,6 +263,7 @@ call :ExtractOrFindPath || goto ErrorProgramNotFound
 set "script=%_path%\%L_ITEM%"
 
 rem Verify
+"%PYTHON%" --version >nul || goto ErrorPythonUnsupported
 if not exist "%script%" goto ErrorScriptNotFound
 
 rem Run
@@ -435,6 +436,16 @@ echo ERROR: Office version not supported by this script.
 start "" "explorer.exe" "%client_dir%\Office"
 goto Abort
 
+:ErrorPythonUnsupported
+rem The Windows installation lacks Windows update KB2999226 needed to run Python
+echo.
+echo ERROR: Failed to run Python, try installing Windows update KB2999226.
+echo NOTE: That update is from October 2015 so this system is SEVERELY outdated
+if exist "%bin%\..\Installers\Extras\Windows Updates" (
+  start "" "explorer.exe" "%bin%\..\Installers\Extras\Windows Updates"
+)
+goto Abort
+
 :ErrorQuickBooksSourceNotFound
 echo.
 echo ERROR: QuickBooks source "%L_ITEM%" not found.
@@ -486,7 +497,7 @@ echo Press any key to exit...
 pause>nul
 rem reset color and reset errorlevel to 0
 rem NOTE: This is done to avoid causing a ErrorLaunchCMD in the launcher.cmd
-color
+color 07
 goto Exit
 
 :: Cleanup and exit ::
diff --git a/.bin/Scripts/functions/setup.py b/.bin/Scripts/functions/setup.py
index 684f1de6..970edfe9 100644
--- a/.bin/Scripts/functions/setup.py
+++ b/.bin/Scripts/functions/setup.py
@@ -5,6 +5,7 @@ from settings.setup import *
 from settings.sources import *
 
 
+# Configuration
 def config_classicstart():
   """Configure ClassicStart."""
   # User level, not system level
@@ -300,6 +301,13 @@ def open_windows_updates():
   popen_program(['control', '/name', 'Microsoft.WindowsUpdate'])
 
 
+def restart_explorer():
+  """Restart Explorer."""
+  kill_process('explorer.exe')
+  sleep(2)
+  kill_process('explorer.exe')
+
+
 if __name__ == '__main__':
   print("This file is not meant to be called directly.")
 
diff --git a/.bin/Scripts/functions/update.py b/.bin/Scripts/functions/update.py
index 9ea639ce..bd1d5a85 100644
--- a/.bin/Scripts/functions/update.py
+++ b/.bin/Scripts/functions/update.py
@@ -67,6 +67,22 @@ def download_to_temp(out_name, source_url):
   download_generic(global_vars['TmpDir'], out_name, source_url)
 
 
+def download_windows_updates():
+  """Download stand alone Windows Update installers."""
+  # Prep
+  dest = r'{}\Installers\Extras\Windows Updates'.format(
+    global_vars['BaseDir'])
+
+
+  # Download
+  for kb, v in WINDOWS_UPDATE_SOURCES.items():
+    for winver, v2 in v.items():
+      for arch, url in v2.items():
+        name = 'KB{}-Windows{}-x{}.msu'.format(kb, winver, arch)
+        if not os.path.exists(r'{}\{}'.format(dest, name)):
+          download_generic(dest, name, url)
+
+
 def extract_generic(source, dest, mode='x', sz_args=[]):
   """Extract a file to a destination."""
   cmd = [
diff --git a/.bin/Scripts/new_system_setup.py b/.bin/Scripts/new_system_setup.py
index ff947c7e..f3e3e9b2 100644
--- a/.bin/Scripts/new_system_setup.py
+++ b/.bin/Scripts/new_system_setup.py
@@ -123,13 +123,13 @@ if __name__ == '__main__':
     if global_vars['OS']['Version'] == '10':
       try_and_print(message='ClassicStart...',
         function=config_classicstart, cs='Done')
-      try_and_print(message='Explorer...',
+      try_and_print(message='Explorer (user)...',
         function=config_explorer_user, cs='Done')
 
     # Configure system
     print_info('Configuring system')
     if global_vars['OS']['Version'] == '10':
-      try_and_print(message='Explorer...',
+      try_and_print(message='Explorer (system)...',
         function=config_explorer_system, cs='Done')
       try_and_print(message='Disabling telemetry...',
         function=disable_windows_telemetry, cs='Done')
@@ -142,6 +142,10 @@ if __name__ == '__main__':
     try_and_print(message='Updating Clock...',
       function=update_clock, cs='Done')
 
+    # Restart Explorer
+    try_and_print(message='Restarting Explorer...',
+      function=restart_explorer, cs='Done')
+
     # Summary
     print_info('Summary')
     try_and_print(message='Operating System:',
diff --git a/.bin/Scripts/settings/setup.py b/.bin/Scripts/settings/setup.py
index d9a012f7..db30fe19 100644
--- a/.bin/Scripts/settings/setup.py
+++ b/.bin/Scripts/settings/setup.py
@@ -1,5 +1,6 @@
 # Wizard Kit: Settings - Setup
 
+import os
 import winreg
 
 # General
diff --git a/.bin/Scripts/settings/sources.py b/.bin/Scripts/settings/sources.py
index 4ab58c02..9152c922 100644
--- a/.bin/Scripts/settings/sources.py
+++ b/.bin/Scripts/settings/sources.py
@@ -203,6 +203,23 @@ RST_SOURCES = {
   #SetupRST_16.7.exe :  Deprecated by Intel
   'SetupRST_16.8.exe': 'https://downloadmirror.intel.com/28400/eng/SetupRST.exe',
   }
+WINDOWS_UPDATE_SOURCES = {
+  '2999226': {
+    # https://support.microsoft.com/en-us/help/2999226/update-for-universal-c-runtime-in-windows
+    '7': {
+      '32': 'https://download.microsoft.com/download/4/F/E/4FE73868-5EDD-4B47-8B33-CE1BB7B2B16A/Windows6.1-KB2999226-x86.msu',
+      '64': 'https://download.microsoft.com/download/1/1/5/11565A9A-EA09-4F0A-A57E-520D5D138140/Windows6.1-KB2999226-x64.msu',
+      },
+    '8': {
+      '32': 'https://download.microsoft.com/download/1/E/8/1E8AFE90-5217-464D-9292-7D0B95A56CE4/Windows8-RT-KB2999226-x86.msu',
+      '64': 'https://download.microsoft.com/download/A/C/1/AC15393F-A6E6-469B-B222-C44B3BB6ECCC/Windows8-RT-KB2999226-x64.msu',
+      },
+    '8.1': {
+      '32': 'https://download.microsoft.com/download/E/4/6/E4694323-8290-4A08-82DB-81F2EB9452C2/Windows8.1-KB2999226-x86.msu',
+      '64': 'https://download.microsoft.com/download/9/6/F/96FD0525-3DDF-423D-8845-5F92F4A6883E/Windows8.1-KB2999226-x64.msu',
+      },
+    },
+  }
 
 
 if __name__ == '__main__':
diff --git a/.bin/Scripts/system_checklist.py b/.bin/Scripts/system_checklist.py
index 45df9a86..3bd3772d 100644
--- a/.bin/Scripts/system_checklist.py
+++ b/.bin/Scripts/system_checklist.py
@@ -61,6 +61,10 @@ if __name__ == '__main__':
     try_and_print(message='Updating Clock...',
       function=update_clock, cs='Done')
 
+    # Restart Explorer
+    try_and_print(message='Restarting Explorer...',
+      function=restart_explorer, cs='Done')
+
     # Cleanup
     print_info('Cleanup')
     try_and_print(message='AdwCleaner...',
diff --git a/.bin/Scripts/update_kit.py b/.bin/Scripts/update_kit.py
index 8f21e122..13520d5c 100644
--- a/.bin/Scripts/update_kit.py
+++ b/.bin/Scripts/update_kit.py
@@ -63,6 +63,7 @@ if __name__ == '__main__':
     try_and_print(message='Macs Fan Control...', function=update_macs_fan_control, other_results=other_results, width=40)
     try_and_print(message='MS Office...', function=update_office, other_results=other_results, width=40)
     try_and_print(message='Visual C++ Runtimes...', function=update_vcredists, other_results=other_results, width=40)
+    try_and_print(message='Windows Updates...', function=download_windows_updates, other_results=other_results, width=40)
     update_all_ninite(other_results=other_results, width=40)
 
     # Misc
diff --git a/.bin/Scripts/user_checklist.py b/.bin/Scripts/user_checklist.py
index f159e265..5d4af974 100644
--- a/.bin/Scripts/user_checklist.py
+++ b/.bin/Scripts/user_checklist.py
@@ -80,6 +80,10 @@ if __name__ == '__main__':
       if not answer_config_browsers:
         print_warning('    Skipped')
 
+    # Restart Explorer
+    try_and_print(message='Restarting Explorer...',
+      function=restart_explorer, cs='Done')
+
     # Run speedtest
     popen_program(['start', '', 'https://fast.com'], shell=True)