diff --git a/PCbuild/python.vcxproj b/PCbuild/python.vcxproj
index b6dcf14823546e..0adce0958b17fe 100644
--- a/PCbuild/python.vcxproj
+++ b/PCbuild/python.vcxproj
@@ -94,7 +94,8 @@
     </ClCompile>
     <Link>
       <SubSystem>Console</SubSystem>
-      <StackReserveSize>2000000</StackReserveSize>
+      <StackReserveSize Condition="$(Configuration) != 'Debug'">2000000</StackReserveSize>
+      <StackReserveSize Condition="$(Configuration) == 'Debug'">8000000</StackReserveSize>
     </Link>
   </ItemDefinitionGroup>
   <ItemGroup>
diff --git a/PCbuild/pythonw.vcxproj b/PCbuild/pythonw.vcxproj
index e7216dec3a1af0..e23635e5ea9411 100644
--- a/PCbuild/pythonw.vcxproj
+++ b/PCbuild/pythonw.vcxproj
@@ -89,7 +89,8 @@
   </PropertyGroup>
   <ItemDefinitionGroup>
     <Link>
-      <StackReserveSize>2000000</StackReserveSize>
+      <StackReserveSize Condition="$(Configuration) != 'Debug'">2000000</StackReserveSize>
+      <StackReserveSize Condition="$(Configuration) == 'Debug'">8000000</StackReserveSize>
     </Link>
   </ItemDefinitionGroup>
   <ItemGroup>