diff --git a/Src/IronPythonConsole/App.config b/Src/IronPythonConsole/App.config
new file mode 100644
index 000000000..bc8babfb8
--- /dev/null
+++ b/Src/IronPythonConsole/App.config
@@ -0,0 +1,6 @@
+<?xml version="1.0" encoding="utf-8" ?>
+<configuration>
+  <runtime>
+    <AppContextSwitchOverrides value="Switch.System.IO.UseLegacyPathHandling=false" />
+  </runtime>
+</configuration>
diff --git a/Src/IronPythonTest/Cases/CPythonCasesManifest.ini b/Src/IronPythonTest/Cases/CPythonCasesManifest.ini
index ab07fba8a..c57acc5b1 100644
--- a/Src/IronPythonTest/Cases/CPythonCasesManifest.ini
+++ b/Src/IronPythonTest/Cases/CPythonCasesManifest.ini
@@ -485,8 +485,8 @@ NotParallelSafe=true
 Reason=Creates/deletes a directory with static name 'xx'
 
 [CPython.test_glob]
-Ignore=true
-Reason=cannot use a string pattern on a bytes-like object
+RunCondition=NOT $(IS_POSIX) # TODO: figure out
+IsolationLevel=PROCESS # use app.config - https://docs.microsoft.com/en-us/dotnet/framework/migration-guide/retargeting/4.6-4.6.2#changes-in-path-normalization
 
 [CPython.test_grp]
 RunCondition=$(IS_POSIX)