diff --git a/.vsts-pipelines/templates/build-steps.yml b/.vsts-pipelines/templates/build-steps.yml
index 33d1e65180..949093b338 100644
--- a/.vsts-pipelines/templates/build-steps.yml
+++ b/.vsts-pipelines/templates/build-steps.yml
@@ -3,12 +3,8 @@ phases:
   parameters:
     agentOs: Windows
     beforeBuild:
-      - powershell: "git submodule update --init"
-        displayName: Update submodules
-      - powershell: "& ./tools/update_schema.ps1"
-        displayName: Update ANCM schema
-      - powershell: Restart-Service w3svc
-        displayName: Restart IIS
+      - powershell: "& ./tools/UpdateIISExpressCertificate.ps1; & ./tools/update_schema.ps1; Restart-Service w3svc"
+        displayName: Prepare repo
 
 - template: .vsts-pipelines/templates/phases/default-build.yml@buildtools
   parameters:
diff --git a/test/IISExpress.FunctionalTests/OutOfProcess/HttpsTest.cs b/test/IISExpress.FunctionalTests/OutOfProcess/HttpsTest.cs
index 4f0c93b400..ff9996c851 100644
--- a/test/IISExpress.FunctionalTests/OutOfProcess/HttpsTest.cs
+++ b/test/IISExpress.FunctionalTests/OutOfProcess/HttpsTest.cs
@@ -18,7 +18,6 @@ namespace Microsoft.AspNetCore.Server.IISIntegration.FunctionalTests
     // So these tests always have to use ports in this range, and we can't rely on OS-allocated ports without a whole lot of ceremony around
     // creating self-signed certificates and registering SSL bindings with HTTP.sys
     // Test specific to IISExpress
-    [SkipInVSTS]
     public class HttpsTest : IISFunctionalTestBase
     {
         public HttpsTest(ITestOutputHelper output) : base(output)
diff --git a/tools/UpdateIISExpressCertificate.ps1 b/tools/UpdateIISExpressCertificate.ps1
new file mode 100644
index 0000000000..9034cf8f75
--- /dev/null
+++ b/tools/UpdateIISExpressCertificate.ps1
@@ -0,0 +1,20 @@
+$cert = New-SelfSignedCertificate -DnsName "localhost", "localhost" -CertStoreLocation "cert:\LocalMachine\My" -NotAfter (Get-Date).AddYears(5)
+$thumb = $cert.GetCertHashString()
+
+$Store = New-Object  -TypeName System.Security.Cryptography.X509Certificates.X509Store -ArgumentList 'root', 'LocalMachine'
+$Store.Open([System.Security.Cryptography.X509Certificates.OpenFlags]::ReadWrite)
+$Store.Add($cert)
+$Store.Close()
+
+$tempFile = [System.IO.Path]::GetTempFileName();
+$content = "";
+
+for ($i=44300; $i -le 44399; $i++) {
+    $content += "http delete sslcert ipport=0.0.0.0:$i`n";
+    $content += "http add sslcert ipport=0.0.0.0:$i certhash=$thumb appid=`{214124cd-d05b-4309-9af9-9caa44b2b74a`}`n";
+}
+
+[IO.File]::WriteAllLines($tempFile, $content)
+
+netsh -f $tempFile
+Remove-Item $tempFile;
\ No newline at end of file