diff --git a/Samples/CloudMirror/CloudMirror/CloudMirror.vcxproj b/Samples/CloudMirror/CloudMirror/CloudMirror.vcxproj
index abc3eb74..89f2ac0a 100644
--- a/Samples/CloudMirror/CloudMirror/CloudMirror.vcxproj
+++ b/Samples/CloudMirror/CloudMirror/CloudMirror.vcxproj
@@ -24,33 +24,33 @@
     <ProjectGuid>{93C711E5-7D66-45DC-9658-4323CE0892B0}</ProjectGuid>
     <Keyword>Win32Proj</Keyword>
     <RootNamespace>CloudMirror</RootNamespace>
-    <WindowsTargetPlatformVersion>10.0.17763.0</WindowsTargetPlatformVersion>
+    <WindowsTargetPlatformVersion>10.0.18362.0</WindowsTargetPlatformVersion>
     <CppWinRTEnabled>true</CppWinRTEnabled>
   </PropertyGroup>
   <Import Project="$(VCTargetsPath)\Microsoft.Cpp.Default.props" />
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Debug|Win32'" Label="Configuration">
     <ConfigurationType>Application</ConfigurationType>
     <UseDebugLibraries>true</UseDebugLibraries>
-    <PlatformToolset>v141</PlatformToolset>
+    <PlatformToolset>v142</PlatformToolset>
     <CharacterSet>Unicode</CharacterSet>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|Win32'" Label="Configuration">
     <ConfigurationType>Application</ConfigurationType>
     <UseDebugLibraries>false</UseDebugLibraries>
-    <PlatformToolset>v141</PlatformToolset>
+    <PlatformToolset>v142</PlatformToolset>
     <WholeProgramOptimization>true</WholeProgramOptimization>
     <CharacterSet>Unicode</CharacterSet>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Debug|x64'" Label="Configuration">
     <ConfigurationType>Application</ConfigurationType>
     <UseDebugLibraries>true</UseDebugLibraries>
-    <PlatformToolset>v141</PlatformToolset>
+    <PlatformToolset>v142</PlatformToolset>
     <CharacterSet>Unicode</CharacterSet>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)|$(Platform)'=='Release|x64'" Label="Configuration">
     <ConfigurationType>Application</ConfigurationType>
     <UseDebugLibraries>false</UseDebugLibraries>
-    <PlatformToolset>v141</PlatformToolset>
+    <PlatformToolset>v142</PlatformToolset>
     <WholeProgramOptimization>true</WholeProgramOptimization>
     <CharacterSet>Unicode</CharacterSet>
   </PropertyGroup>
diff --git a/Samples/CloudMirror/CloudMirror/Placeholders.cpp b/Samples/CloudMirror/CloudMirror/Placeholders.cpp
index 248a5f7a..15ea87d5 100644
--- a/Samples/CloudMirror/CloudMirror/Placeholders.cpp
+++ b/Samples/CloudMirror/CloudMirror/Placeholders.cpp
@@ -114,7 +114,7 @@ void Placeholders::Create(
                     // This icon is just for the sample. You should provide your own branded icon here
                     prop.IconResource(L"shell32.dll,-44");
 
-                    wprintf(L"Applying custom state for %sx\n", relativeName.data());
+                    wprintf(L"Applying custom state for %s\n", relativeName.data());
                     Utilities::ApplyCustomStateToPlaceholderFile(destPath, relativeName.data(), prop);
 
                     if ((findData.dwFileAttributes & FILE_ATTRIBUTE_DIRECTORY) != 0)
@@ -131,6 +131,14 @@ void Placeholders::Create(
                     // certainly noteworthy for production code
                 }
 
+                if (std::wstring_view(relativeName).find(L"error") != std::wstring::npos)
+                {
+                    wprintf(L"Apply error state to %s\n", relativeName.c_str());
+                    
+                    auto placeholderPath = std::filesystem::path(destPath) / relativeName;
+                    Utilities::UpdateErrorOnItem(placeholderPath.c_str(), true);
+                }
+
             } while (FindNextFile(hFileHandle, &findData));
 
             FindClose(hFileHandle);
diff --git a/Samples/CloudMirror/CloudMirror/Utilities.cpp b/Samples/CloudMirror/CloudMirror/Utilities.cpp
index 9307c405..1206abfb 100644
--- a/Samples/CloudMirror/CloudMirror/Utilities.cpp
+++ b/Samples/CloudMirror/CloudMirror/Utilities.cpp
@@ -128,4 +128,38 @@ void Utilities::ApplyCustomStateToPlaceholderFile(PCWSTR path, PCWSTR filename,
         // otherwise the exception will get rethrown and this method will crash out as it should
         wprintf(L"Failed to set custom state with %08x\n", static_cast<HRESULT>(winrt::to_hresult()));
     }
+}
+
+void Utilities::UpdateErrorOnItem(PCWSTR path, bool setError)
+{
+    try
+    {
+        winrt::com_ptr<IShellItem2> item;
+        winrt::check_hresult(SHCreateItemFromParsingName(path, nullptr, IID_PPV_ARGS(item.put())));
+
+        winrt::com_ptr<IPropertyStore> propertyStore;
+        winrt::check_hresult(item->GetPropertyStore(GPS_READWRITE | GPS_EXTRINSICPROPERTIESONLY, IID_PPV_ARGS(propertyStore.put())));
+
+        PROPVARIANT propVar{};
+        if (setError)
+        {
+            propVar.vt = VT_UI4;
+            propVar.ulVal = static_cast<unsigned long>(E_FAIL);
+            winrt::check_hresult(propertyStore->SetValue(PKEY_LastSyncError, propVar));
+        }
+        else
+        {
+            // Clear by setting to empty
+            propVar.vt = VT_EMPTY;
+            winrt::check_hresult(propertyStore->SetValue(PKEY_LastSyncError, propVar));
+        }
+
+        winrt::check_hresult(propertyStore->Commit());
+    }
+    catch (...)
+    {
+        // winrt::to_hresult() will eat the exception if it is a result of winrt::check_hresult,
+        // otherwise the exception will get rethrown and this method will crash out as it should
+        wprintf(L"Failed to set error state with %08x\n", static_cast<HRESULT>(winrt::to_hresult()));
+    }
 }
\ No newline at end of file
diff --git a/Samples/CloudMirror/CloudMirror/Utilities.h b/Samples/CloudMirror/CloudMirror/Utilities.h
index c0a64e67..9ddc4e96 100644
--- a/Samples/CloudMirror/CloudMirror/Utilities.h
+++ b/Samples/CloudMirror/CloudMirror/Utilities.h
@@ -13,6 +13,7 @@ class Utilities
     static void AddFolderToSearchIndexer(_In_ PCWSTR folder);
     static void ApplyTransferStateToFile(_In_ PCWSTR fullPath, _In_ CF_CALLBACK_INFO& callbackInfo, UINT64 total, UINT64 completed);
     static void ApplyCustomStateToPlaceholderFile(_In_ PCWSTR path, _In_ PCWSTR filename, _In_ winrt::StorageProviderItemProperty& prop);
+    static void UpdateErrorOnItem(PCWSTR path, bool setError);
     
     static winrt::com_array<wchar_t> ConvertSidToStringSid(_In_ PSID sid)
     {
diff --git a/Samples/CloudMirror/CloudMirror/stdafx.h b/Samples/CloudMirror/CloudMirror/stdafx.h
index 27dda552..acd69520 100644
--- a/Samples/CloudMirror/CloudMirror/stdafx.h
+++ b/Samples/CloudMirror/CloudMirror/stdafx.h
@@ -30,6 +30,7 @@
 #include <winrt\Windows.Security.Cryptography.h>
 #include <ppltasks.h>
 #include <strsafe.h>
+#include <filesystem>
 
 namespace winrt {
     using namespace Windows::Foundation;