diff --git a/eng/pipelines/mono/update-machine-certs.ps1 b/eng/pipelines/mono/update-machine-certs.ps1
index 1a6be78b199470..508f7dde205f6f 100644
--- a/eng/pipelines/mono/update-machine-certs.ps1
+++ b/eng/pipelines/mono/update-machine-certs.ps1
@@ -1,16 +1,19 @@
 # This seems to update the machine cert store so that python can download the files as required by emscripten's install
+# Based on info at https://pypi.org/project/certifi/
+pip install certifi
+
 $WebsiteURL="storage.googleapis.com"
 Try {
-    $Conn = New-Object System.Net.Sockets.TcpClient($WebsiteURL,443) 
-  
+    $Conn = New-Object System.Net.Sockets.TcpClient($WebsiteURL,443)
+
     Try {
         $Stream = New-Object System.Net.Security.SslStream($Conn.GetStream())
-        $Stream.AuthenticateAsClient($WebsiteURL) 
-   
+        $Stream.AuthenticateAsClient($WebsiteURL)
+
         $Cert = $Stream.Get_RemoteCertificate()
- 
+
         $ValidTo = [datetime]::Parse($Cert.GetExpirationDatestring())
-   
+
         Write-Host "`nConnection Successfull" -ForegroundColor DarkGreen
         Write-Host "Website: $WebsiteURL"
     }
diff --git a/src/mono/mono.proj b/src/mono/mono.proj
index 48d7a215026f38..e818aa5f5f1fe8 100644
--- a/src/mono/mono.proj
+++ b/src/mono/mono.proj
@@ -136,18 +136,23 @@
 
     <PropertyGroup>
       <EmsdkExt Condition="'$(OS)' != 'Windows_NT'">.sh</EmsdkExt>
-      <EmsdkExt Condition="'$(OS)' == 'Windows_NT'">.bat</EmsdkExt>
+      <EmsdkExt Condition="'$(OS)' == 'Windows_NT'">.ps1</EmsdkExt>
       <EMSDK_PATH>$(ProvisionEmscriptenDir)</EMSDK_PATH>
       <WasmLocalPath>$([MSBuild]::NormalizeDirectory('$(MSBuildThisFileDirectory)', 'wasm'))</WasmLocalPath>
       <EmsdkLocalPath>emsdk</EmsdkLocalPath>
       <EmscriptenVersion>%(_VersionLines.Identity)</EmscriptenVersion>
+
+      <InstallCmd>./emsdk$(EmsdkExt) install $(EmscriptenVersion)</InstallCmd>
+      <ActivateCmd>./emsdk$(EmsdkExt) activate $(EmscriptenVersion)</ActivateCmd>
+      <InstallCmd Condition="'$(OS)' == 'Windows_NT'">powershell -NonInteractive -command &quot;&amp; $(InstallCmd); Exit $LastExitCode &quot;</InstallCmd>
+      <ActivateCmd Condition="'$(OS)' == 'Windows_NT'">powershell -NonInteractive -command &quot;&amp; $(ActivateCmd); Exit $LastExitCode &quot;</ActivateCmd>
     </PropertyGroup>
 
     <RemoveDir Directories="$(EMSDK_PATH)" />
     <Exec Command="git clone https://github.com/emscripten-core/emsdk.git emsdk"
           WorkingDirectory="$(WasmLocalPath)"
           IgnoreStandardErrorWarningFormat="true" />
-    <Exec Command="git checkout $(EmscriptenVersion) &amp;&amp; emsdk$(EmsdkExt) install $(EmscriptenVersion) &amp;&amp; emsdk$(EmsdkExt) activate $(EmscriptenVersion)"
+    <Exec Command="git checkout $(EmscriptenVersion) &amp;&amp; $(InstallCmd) &amp;&amp; $(ActivateCmd)"
           WorkingDirectory="$(EMSDK_PATH)"
           IgnoreStandardErrorWarningFormat="true" />
   </Target>