diff --git a/.azure-pipelines/ultimate-pipeline.yml b/.azure-pipelines/ultimate-pipeline.yml
index 950771a97513..0494443444ab 100644
--- a/.azure-pipelines/ultimate-pipeline.yml
+++ b/.azure-pipelines/ultimate-pipeline.yml
@@ -1719,8 +1719,29 @@ stages:
 
     - template: steps/restore-working-directory.yml
 
-    - script: tracer\build.cmd BuildAndRunDebuggerIntegrationTests -Framework $(framework) --TargetPlatform $(targetPlatform) --DebugType $(debugType) --Optimize $(optimize) --code-coverage-enabled $(CodeCoverageEnabled)
-      displayName: Run integration tests
+    - script: tracer\build.cmd BuildAndRunDebuggerIntegrationTests -Framework $(framework) --TargetPlatform $(targetPlatform) --DebugType portable --Optimize true --code-coverage-enabled $(CodeCoverageEnabled)
+      displayName: Run integration tests Portable Optimize(true)
+      env:
+        DD_LOGGER_DD_API_KEY: $(ddApiKey)
+        Filter: $(IntegrationTestFilter)
+        SampleName: $(IntegrationTestSampleName)
+
+    - script: tracer\build.cmd BuildAndRunDebuggerIntegrationTests -Framework $(framework) --TargetPlatform $(targetPlatform) --DebugType portable --Optimize false --code-coverage-enabled $(CodeCoverageEnabled)
+      displayName: Run integration tests Portable Optimize(false)
+      env:
+        DD_LOGGER_DD_API_KEY: $(ddApiKey)
+        Filter: $(IntegrationTestFilter)
+        SampleName: $(IntegrationTestSampleName)
+
+    - script: tracer\build.cmd BuildAndRunDebuggerIntegrationTests -Framework $(framework) --TargetPlatform $(targetPlatform) --DebugType full --Optimize true --code-coverage-enabled $(CodeCoverageEnabled)
+      displayName: Run integration tests Full Optimize(true)
+      env:
+        DD_LOGGER_DD_API_KEY: $(ddApiKey)
+        Filter: $(IntegrationTestFilter)
+        SampleName: $(IntegrationTestSampleName)
+
+    - script: tracer\build.cmd BuildAndRunDebuggerIntegrationTests -Framework $(framework) --TargetPlatform $(targetPlatform) --DebugType full --Optimize false --code-coverage-enabled $(CodeCoverageEnabled)
+      displayName: Run integration tests Full Optimize(false)
       env:
         DD_LOGGER_DD_API_KEY: $(ddApiKey)
         Filter: $(IntegrationTestFilter)
diff --git a/tracer/build/_build/Build.VariableGenerations.cs b/tracer/build/_build/Build.VariableGenerations.cs
index 2aee8878a7ef..fcdb353f026d 100644
--- a/tracer/build/_build/Build.VariableGenerations.cs
+++ b/tracer/build/_build/Build.VariableGenerations.cs
@@ -250,21 +250,12 @@ void GenerateIntegrationTestsDebuggerWindowsMatrix()
                             // fails on CI with error "apphost.exe" not found.
                             continue;
                         }
-
-                        foreach (var debugType in debugTypes)
-                        {
-                            foreach (var optimize in optimizations)
-                            {
-                                matrix.Add($"{targetPlatform}_{framework}_{debugType}_{optimize}",
-                                           new
-                                           {
-                                               framework = framework,
-                                               targetPlatform = targetPlatform,
-                                               debugType = debugType,
-                                               optimize = optimize
-                                           });
-                            }
-                        }
+                        matrix.Add($"{targetPlatform}_{framework}",
+                                    new
+                                    {
+                                        framework = framework,
+                                        targetPlatform = targetPlatform,
+                                    });
                     }
                 }
 
diff --git a/tracer/src/Datadog.Trace/Debugger/LiveDebugger.cs b/tracer/src/Datadog.Trace/Debugger/LiveDebugger.cs
index 74fcedb2221b..44546978b81b 100644
--- a/tracer/src/Datadog.Trace/Debugger/LiveDebugger.cs
+++ b/tracer/src/Datadog.Trace/Debugger/LiveDebugger.cs
@@ -139,7 +139,7 @@ public async Task InitializeAsync()
 
             try
             {
-                Log.Information("Live Debugger initialization started");
+                Log.Information("Live Debugger initialization started.");
                 _subscriptionManager.SubscribeToChanges(_subscription);
 
                 DebuggerSnapshotSerializer.SetConfig(Settings);