diff --git a/Directory.Packages.props b/Directory.Packages.props
index a3fa5a87a..e18362d52 100644
--- a/Directory.Packages.props
+++ b/Directory.Packages.props
@@ -4,6 +4,10 @@
     <ManagePackageVersionsCentrally>true</ManagePackageVersionsCentrally>
   </PropertyGroup>
   <ItemGroup>
+    <!-- Azure Monitor OpenTelemetry distro (stable) -->
+    <PackageVersion Include="Azure.Monitor.OpenTelemetry.AspNetCore" Version="1.5.0" />
+    <!-- Azure Monitor OTel Profiler (Preview/prerelease — pin exact version; review on every bump) -->
+    <PackageVersion Include="Azure.Monitor.OpenTelemetry.Profiler" Version="1.0.1-beta.1" />
     <PackageVersion Include="Assent" Version="3.0.1" />
     <PackageVersion Include="coverlet.collector" Version="10.0.0" />
     <PackageVersion Include="AwesomeAssertions" Version="9.4.0" />
diff --git a/NuGet.config b/NuGet.config
index 689748dac..887291f11 100644
--- a/NuGet.config
+++ b/NuGet.config
@@ -11,6 +11,7 @@
     <add key="dotnet-libraries" value="https://pkgs.dev.azure.com/dnceng/public/_packaging/dotnet-libraries/nuget/v3/index.json" />
     <add key="dotnet5" value="https://pkgs.dev.azure.com/dnceng/public/_packaging/dotnet5/nuget/v3/index.json" />
     <add key="MachineLearning" value="https://pkgs.dev.azure.com/dnceng/public/_packaging/MachineLearning/nuget/v3/index.json" />
+    <add key="nuget.org" value="https://api.nuget.org/v3/index.json" />
   </packageSources>
   <disabledPackageSources>
     <clear />
@@ -25,5 +26,9 @@
     <packageSource key="dotnet-eng">
       <package pattern="*" />
     </packageSource>
+    <packageSource key="nuget.org">
+      <package pattern="Azure.Monitor.*" />
+      <package pattern="OpenTelemetry.*" />
+    </packageSource>
   </packageSourceMapping>
 </configuration>
diff --git a/src/Microsoft.TryDotNet/Microsoft.TryDotNet.csproj b/src/Microsoft.TryDotNet/Microsoft.TryDotNet.csproj
index a986414a9..bf4a33e93 100644
--- a/src/Microsoft.TryDotNet/Microsoft.TryDotNet.csproj
+++ b/src/Microsoft.TryDotNet/Microsoft.TryDotNet.csproj
@@ -10,6 +10,8 @@
   </PropertyGroup>
 
   <ItemGroup>
+    <PackageReference Include="Azure.Monitor.OpenTelemetry.AspNetCore" />
+    <PackageReference Include="Azure.Monitor.OpenTelemetry.Profiler" />
     <PackageReference Include="AwesomeAssertions" />
     <PackageReference Include="Microsoft.AspNetCore.Components.WebAssembly.Server" />
     <PackageReference Include="Microsoft.DotNet.Interactive.CSharpProject" />
diff --git a/src/Microsoft.TryDotNet/Program.cs b/src/Microsoft.TryDotNet/Program.cs
index 00c5746bf..ed4a23cde 100644
--- a/src/Microsoft.TryDotNet/Program.cs
+++ b/src/Microsoft.TryDotNet/Program.cs
@@ -5,6 +5,8 @@
 using System.Reflection;
 using System.Text;
 using System.Text.Json;
+using Azure.Monitor.OpenTelemetry.AspNetCore;
+using Azure.Monitor.OpenTelemetry.Profiler;
 using Microsoft.DotNet.Interactive;
 using Microsoft.DotNet.Interactive.Connection;
 using Microsoft.DotNet.Interactive.CSharpProject;
@@ -22,6 +24,8 @@ namespace Microsoft.TryDotNet;
 
 public class Program
 {
+    private const string AppInsightsConnectionStringEnvVar = "APPLICATIONINSIGHTS_CONNECTION_STRING";
+
     private static Prebuild? _consolePrebuild;
     private static bool _loggingEnabled;
 
@@ -29,6 +33,13 @@ public static async Task Main(string[] args)
     {
         StartLogging();
 
+        if (string.IsNullOrWhiteSpace(Environment.GetEnvironmentVariable(AppInsightsConnectionStringEnvVar)))
+        {
+            Console.WriteLine(
+                $"WARNING: {AppInsightsConnectionStringEnvVar} is not set. " +
+                "Application Insights telemetry and Profiler will be inactive.");
+        }
+
         await EnsurePrebuildIsReadyAsync();
 
         var app = await CreateWebApplicationAsync(new WebApplicationOptions { Args = args });
@@ -64,6 +75,13 @@ public static async Task<WebApplication> CreateWebApplicationAsync(WebApplicatio
                                });
             });
 
+        if (!string.IsNullOrWhiteSpace(Environment.GetEnvironmentVariable(AppInsightsConnectionStringEnvVar)))
+        {
+            builder.Services.AddOpenTelemetry()
+                .UseAzureMonitor()
+                .AddAzureMonitorProfiler();
+        }
+
         builder.Services.AddResponseCompression(compressionOptions =>
         {
             compressionOptions.EnableForHttps = true;
diff --git a/src/Microsoft.TryDotNet/appsettings.json b/src/Microsoft.TryDotNet/appsettings.json
index 10f68b8c8..45735af07 100644
--- a/src/Microsoft.TryDotNet/appsettings.json
+++ b/src/Microsoft.TryDotNet/appsettings.json
@@ -3,6 +3,13 @@
     "LogLevel": {
       "Default": "Information",
       "Microsoft.AspNetCore": "Warning"
+    },
+    "OpenTelemetry": {
+      "LogLevel": {
+        "Default": "Warning",
+        "Azure.Monitor.OpenTelemetry.Profiler": "Information",
+        "Microsoft.ServiceProfiler": "Information"
+      }
     }
   },
   "AllowedHosts": "*"