diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6b72cef7b..861ddc54e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,8 @@
 # Changelog
 
+## Version 2.9.0-beta3
+- [When Activity has root id compatible with W3C trace Id, use it as trace id](https://github.com/Microsoft/ApplicationInsights-dotnet-server/pull/1107)
+
 ## Version 2.9.0-beta1
 - [Prevent duplicate dependency collection in multi-host apps](https://github.com/Microsoft/ApplicationInsights-aspnetcore/issues/621)
 - [Fix missing transactions Sql dependencies](https://github.com/Microsoft/ApplicationInsights-dotnet-server/pull/1031)
diff --git a/Src/Common/W3C/W3CActivityExtensions.cs b/Src/Common/W3C/W3CActivityExtensions.cs
index e548a066e..41b78e490 100644
--- a/Src/Common/W3C/W3CActivityExtensions.cs
+++ b/Src/Common/W3C/W3CActivityExtensions.cs
@@ -43,7 +43,11 @@ public static Activity GenerateW3CContext(this Activity activity)
             activity.SetVersion(W3CConstants.DefaultVersion);
             activity.SetSampled(W3CConstants.TraceFlagRecordedAndNotRequested);
             activity.SetSpanId(StringUtilities.GenerateSpanId());
-            activity.SetTraceId(StringUtilities.GenerateTraceId());
+
+            activity.SetTraceId(activity.RootId != null && TraceIdRegex.IsMatch(activity.RootId)
+                ? activity.RootId
+                : StringUtilities.GenerateTraceId());
+
             return activity;
         }
 
diff --git a/Src/DependencyCollector/Shared.Tests/Implementation/ServiceBusDiagnosticListenerTests.cs b/Src/DependencyCollector/Shared.Tests/Implementation/ServiceBusDiagnosticListenerTests.cs
index 52b92bfd4..f1f73baac 100644
--- a/Src/DependencyCollector/Shared.Tests/Implementation/ServiceBusDiagnosticListenerTests.cs
+++ b/Src/DependencyCollector/Shared.Tests/Implementation/ServiceBusDiagnosticListenerTests.cs
@@ -11,6 +11,7 @@
     using Microsoft.ApplicationInsights.DependencyCollector.Implementation;
     using Microsoft.ApplicationInsights.Extensibility;
     using Microsoft.ApplicationInsights.Extensibility.Implementation;
+    using Microsoft.ApplicationInsights.W3C;
     using Microsoft.ApplicationInsights.Web.TestFramework;
     using Microsoft.VisualStudio.TestTools.UnitTesting;
 
@@ -218,6 +219,38 @@ public void ServiceBusProcessHandingWithoutParent()
             }
         }
 
+#pragma warning disable 612, 618
+        [TestMethod]
+        public void ServiceBusProcessHandingExternalParentW3CCompatibleRequestId()
+        {
+            this.configuration.TelemetryInitializers.Add(new W3COperationCorrelationTelemetryInitializer());
+            using (var listener = new DiagnosticListener("Microsoft.Azure.ServiceBus"))
+            using (var module = new DependencyTrackingTelemetryModule())
+            {
+                module.EnableW3CHeadersInjection = true;
+                module.IncludeDiagnosticSourceActivities.Add("Microsoft.Azure.ServiceBus");
+                module.Initialize(this.configuration);
+
+                var telemetry = this.TrackOperation<RequestTelemetry>(
+                    listener,
+                    "Microsoft.Azure.ServiceBus.Process", 
+                    TaskStatus.RanToCompletion,
+                    "|4bf92f3577b34da6a3ce929d0e0e4736.");
+
+                Assert.IsNotNull(telemetry);
+                Assert.AreEqual("Process", telemetry.Name);
+                Assert.AreEqual(
+                    $"type:{RemoteDependencyConstants.AzureServiceBus} | name:queueName | endpoint:sb://queuename.myservicebus.com/",
+                    telemetry.Source);
+                Assert.IsTrue(telemetry.Success.Value);
+
+                Assert.AreEqual("|4bf92f3577b34da6a3ce929d0e0e4736.", telemetry.Context.Operation.ParentId);
+                Assert.AreEqual("4bf92f3577b34da6a3ce929d0e0e4736", telemetry.Context.Operation.Id);
+                Assert.AreEqual("messageId", telemetry.Properties["MessageId"]);
+            }
+        }
+#pragma warning restore 612, 618
+
         [TestMethod]
         public void ServiceBusExceptionsAreIgnored()
         {
diff --git a/Src/DependencyCollector/Shared.Tests/W3C/W3CActiviityExtentionsTests.cs b/Src/DependencyCollector/Shared.Tests/W3C/W3CActiviityExtentionsTests.cs
index 93a9f745c..4b7c19799 100644
--- a/Src/DependencyCollector/Shared.Tests/W3C/W3CActiviityExtentionsTests.cs
+++ b/Src/DependencyCollector/Shared.Tests/W3C/W3CActiviityExtentionsTests.cs
@@ -156,6 +156,45 @@ public void UpdateContextWithoutParent()
             Assert.IsNull(a.GetTracestate());
         }
 
+        [TestMethod]
+        public void UpdateContextFromCompatibleRootId()
+        {
+            var a = new Activity("foo");
+            a.SetParentId(TraceId);
+
+            Assert.IsFalse(a.IsW3CActivity());
+
+            a.UpdateContextOnActivity();
+            Assert.IsTrue(a.IsW3CActivity());
+            Assert.AreEqual(TraceId, a.GetTraceId());
+            Assert.IsNotNull(a.GetSpanId());
+            Assert.IsNull(a.GetParentSpanId());
+            Assert.IsNotNull(a.GetSpanId());
+
+            Assert.AreEqual($"00-{a.GetTraceId()}-{a.GetSpanId()}-02", a.GetTraceparent());
+            Assert.IsNull(a.GetTracestate());
+        }
+
+        [TestMethod]
+        public void UpdateContextFromIncompatibleRootId()
+        {
+            var a = new Activity("foo");
+            a.SetParentId("abc");
+
+            Assert.IsFalse(a.IsW3CActivity());
+
+            a.UpdateContextOnActivity();
+            Assert.IsTrue(a.IsW3CActivity());
+            Assert.AreNotEqual("abc", a.GetTraceId());
+            Assert.IsNotNull(a.GetTraceId());
+            Assert.IsNotNull(a.GetSpanId());
+            Assert.IsNull(a.GetParentSpanId());
+            Assert.IsNotNull(a.GetSpanId());
+
+            Assert.AreEqual($"00-{a.GetTraceId()}-{a.GetSpanId()}-02", a.GetTraceparent());
+            Assert.IsNull(a.GetTracestate());
+        }
+
         [TestMethod]
         public void UpdateContextWithParent()
         {
diff --git a/Src/Web/Web.Net45.Tests/AspNetDiagnosticTelemetryModuleTest.cs b/Src/Web/Web.Net45.Tests/AspNetDiagnosticTelemetryModuleTest.cs
index eba204cfe..80049555b 100644
--- a/Src/Web/Web.Net45.Tests/AspNetDiagnosticTelemetryModuleTest.cs
+++ b/Src/Web/Web.Net45.Tests/AspNetDiagnosticTelemetryModuleTest.cs
@@ -383,6 +383,7 @@ public void TestActivityIdGenerationWithW3CEnabled()
             Assert.AreEqual(32, request.Context.Operation.Id.Length);
             Assert.IsTrue(Regex.Match(request.Context.Operation.Id, @"[a-z][0-9]").Success);
 
+            Assert.AreEqual(request.Context.Operation.Id, activity.GetTraceId());
             Assert.AreEqual(request.Context.Operation.Id, activity.RootId);
             Assert.AreEqual(request.Context.Operation.ParentId, activity.GetParentSpanId());
             Assert.AreEqual(request.Id, $"|{activity.GetTraceId()}.{activity.GetSpanId()}.");
@@ -495,6 +496,42 @@ public void RequestIdBecomesParentWhenThereAreNoW3CHeaders()
             Assert.IsTrue(requestTelemetry.Properties[W3CConstants.LegacyRequestIdProperty].StartsWith("|requestId."));
         }
 
+        [TestMethod]
+        public void RequestIdBecomesParentAndRootIfCompatibleWhenThereAreNoW3CHeaders()
+        {
+            this.aspNetDiagnosticsSource.FakeContext =
+                HttpModuleHelper.GetFakeHttpContext(new Dictionary<string, string>
+                {
+                    ["Request-Id"] = "|4bf92f3577b34da6a3ce929d0e0e4736."
+                });
+            this.module = this.CreateModule(enableW3cSupport: true);
+
+            var activity = new Activity(FakeAspNetDiagnosticSource.IncomingRequestEventName);
+
+            activity.Extract(HttpContext.Current.Request.Headers);
+
+            Assert.IsTrue(this.aspNetDiagnosticsSource.IsEnabled(FakeAspNetDiagnosticSource.IncomingRequestEventName, activity));
+            this.aspNetDiagnosticsSource.StartActivityWithoutChecks(activity);
+            this.aspNetDiagnosticsSource.StopActivity();
+
+            Assert.AreEqual("4bf92f3577b34da6a3ce929d0e0e4736", activity.GetTraceId());
+            Assert.AreEqual(16, activity.GetSpanId().Length);
+            Assert.IsNull(activity.GetParentSpanId());
+
+            Assert.AreEqual(1, this.sendItems.Count);
+
+            var requestTelemetry = this.sendItems[0] as RequestTelemetry;
+            Assert.IsNotNull(requestTelemetry);
+            Assert.AreEqual(activity.GetTraceId(), requestTelemetry.Context.Operation.Id);
+            Assert.AreEqual("|4bf92f3577b34da6a3ce929d0e0e4736.", requestTelemetry.Context.Operation.ParentId);
+            Assert.AreEqual($"|{activity.GetTraceId()}.{activity.GetSpanId()}.", requestTelemetry.Id);
+
+            Assert.IsFalse(requestTelemetry.Properties.ContainsKey(W3CConstants.LegacyRootIdProperty));
+
+            Assert.IsTrue(requestTelemetry.Properties.ContainsKey(W3CConstants.LegacyRequestIdProperty));
+            Assert.IsTrue(requestTelemetry.Properties[W3CConstants.LegacyRequestIdProperty].StartsWith("|4bf92f3577b34da6a3ce929d0e0e4736."));
+        }
+
         [TestMethod]
         public void CustomHeadersBecomeParentWhenThereAreNoW3CHeaders()
         {