Send welcome message in debugger console on connect

src/Runner.Worker/Dap/DapDebugger.cs

@@ -63,6 +63,7 @@ public sealed class DapDebugger : RunnerService, IDapDebugger
         private volatile DapSessionState _state = DapSessionState.NotStarted;
         private CancellationTokenRegistration? _cancellationRegistration;
         private bool _isFirstStep = true;
+        private bool _welcomeMessageSent;
 
         // Dev Tunnel relay host for remote debugging
         private TunnelRelayTunnelHost _tunnelRelayHost;
@@ -490,6 +491,11 @@ internal async Task HandleMessageAsync(string messageJson, CancellationToken can
                     });
                     Trace.Info("Sent initialized event");
                 }
+
+                if (request.Command == "configurationDone")
+                {
+                    SendWelcomeMessage();
+                }
             }
             catch (Exception ex)
             {
@@ -818,6 +824,35 @@ private void SendOutput(string category, string text)
             });
         }
 
+        internal void SendWelcomeMessage()
+        {
+            if (_welcomeMessageSent)
+            {
+                return;
+            }
+            _welcomeMessageSent = true;
+
+            var welcomeMessage = _jobContext?.Global?.Debugger?.WelcomeMessage;
+
+            // null  → default help text
+            // ""    → no message
+            // other → custom message
+            if (welcomeMessage == null)
+            {
+                SendOutput("console", DapReplParser.GetGeneralHelp());
+                Trace.Info("Sent default welcome message");
+            }
+            else if (welcomeMessage.Length > 0)
+            {
+                SendOutput("console", welcomeMessage);
+                Trace.Info("Sent custom welcome message");
+            }
+            else
+            {
+                Trace.Info("Welcome message is empty, skipping");
+            }
+        }
+
         internal async Task OnStepStartingAsync(IStep step, bool isFirstStep)
         {
             bool pauseOnNextStep;

src/Runner.Worker/Dap/DebuggerConfig.cs

@@ -1,4 +1,4 @@
-using GitHub.DistributedTask.Pipelines;
+using GitHub.DistributedTask.Pipelines;
 
 namespace GitHub.Runner.Worker.Dap
 {
@@ -8,10 +8,11 @@ namespace GitHub.Runner.Worker.Dap
     /// </summary>
     public sealed class DebuggerConfig
     {
-        public DebuggerConfig(bool enabled, DebuggerTunnelInfo tunnel)
+        public DebuggerConfig(bool enabled, DebuggerTunnelInfo tunnel, string welcomeMessage = null)
         {
             Enabled = enabled;
             Tunnel = tunnel;
+            WelcomeMessage = welcomeMessage;
         }
 
         /// <summary>Whether the debugger is enabled for this job.</summary>
@@ -23,6 +24,12 @@ public DebuggerConfig(bool enabled, DebuggerTunnelInfo tunnel)
         /// </summary>
         public DebuggerTunnelInfo Tunnel { get; }
 
+        /// <summary>
+        /// Optional welcome message for the debugger console.
+        /// Null = show default help, empty = show nothing, non-empty = show as-is.
+        /// </summary>
+        public string WelcomeMessage { get; }
+
         /// <summary>Whether the tunnel configuration is complete and valid.</summary>
         public bool HasValidTunnel => Tunnel != null
             && !string.IsNullOrEmpty(Tunnel.TunnelId)

src/Runner.Worker/ExecutionContext.cs

@@ -970,7 +970,7 @@ public void InitializeJob(Pipelines.AgentJobRequestMessage message, Cancellation
             Global.WriteDebug = Global.Variables.Step_Debug ?? false;
 
             // Debugger enabled flag (from acquire response).
-            Global.Debugger = new Dap.DebuggerConfig(message.EnableDebugger, message.DebuggerTunnel);
+            Global.Debugger = new Dap.DebuggerConfig(message.EnableDebugger, message.DebuggerTunnel, message.DebuggerWelcomeMessage);
 
             // Hook up JobServerQueueThrottling event, we will log warning on server tarpit.
             _jobServerQueue.JobServerQueueThrottling += JobServerQueueThrottling_EventReceived;

src/Sdk/DTPipelines/Pipelines/AgentJobRequestMessage.cs

@@ -267,6 +267,18 @@ public DebuggerTunnelInfo DebuggerTunnel
             set;
         }
 
+        /// <summary>
+        /// Optional welcome message to show in the debugger console when a
+        /// client connects.  Null means "use the default help text", empty
+        /// string means "show nothing", any other value is displayed as-is.
+        /// </summary>
+        [DataMember(EmitDefaultValue = false)]
+        public string DebuggerWelcomeMessage
+        {
+            get;
+            set;
+        }
+
         /// <summary>
         /// Gets the workflow-level action dependencies (lockfile entries)
         /// </summary>

src/Test/L0/Sdk/RSWebApi/AgentJobRequestMessageL0.cs

@@ -1,4 +1,4 @@
-using System.Collections.Generic;
+using System.Collections.Generic;
 using System.IO;
 using System.Runtime.Serialization.Json;
 using System.Text;
@@ -17,13 +17,13 @@ public void VerifyEnableDebuggerDeserialization_WithTrue()
         // Arrange
         var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
         string jsonWithEnabledDebugger = DoubleQuotify("{'EnableDebugger': true}");
-        
+
         // Act
         using var stream = new MemoryStream();
         stream.Write(Encoding.UTF8.GetBytes(jsonWithEnabledDebugger));
         stream.Position = 0;
         var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
-        
+
         // Assert
         Assert.NotNull(recoveredMessage);
         Assert.True(recoveredMessage.EnableDebugger, "EnableDebugger should be true when JSON contains 'EnableDebugger': true");
@@ -37,13 +37,13 @@ public void VerifyEnableDebuggerDeserialization_DefaultToFalse()
         // Arrange
         var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
         string jsonWithoutDebugger = DoubleQuotify("{'messageType': 'PipelineAgentJobRequest'}");
-        
+
         // Act
         using var stream = new MemoryStream();
         stream.Write(Encoding.UTF8.GetBytes(jsonWithoutDebugger));
         stream.Position = 0;
         var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
-        
+
         // Assert
         Assert.NotNull(recoveredMessage);
         Assert.False(recoveredMessage.EnableDebugger, "EnableDebugger should default to false when JSON field is absent");
@@ -57,13 +57,13 @@ public void VerifyEnableDebuggerDeserialization_WithFalse()
         // Arrange
         var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
         string jsonWithDisabledDebugger = DoubleQuotify("{'EnableDebugger': false}");
-        
+
         // Act
         using var stream = new MemoryStream();
         stream.Write(Encoding.UTF8.GetBytes(jsonWithDisabledDebugger));
         stream.Position = 0;
         var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
-        
+
         // Assert
         Assert.NotNull(recoveredMessage);
         Assert.False(recoveredMessage.EnableDebugger, "EnableDebugger should be false when JSON contains 'EnableDebugger': false");
@@ -161,6 +161,66 @@ public void VerifyActionsDependenciesDeserialization_DefaultsToEmpty()
         Assert.Empty(recoveredMessage.ActionsDependencies);
     }
 
+    [Fact]
+    [Trait("Level", "L0")]
+    [Trait("Category", "Common")]
+    public void VerifyDebuggerWelcomeMessageDeserialization_WhenAbsent()
+    {
+        // Arrange
+        var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
+        string json = DoubleQuotify("{'EnableDebugger': true}");
+
+        // Act
+        using var stream = new MemoryStream();
+        stream.Write(Encoding.UTF8.GetBytes(json));
+        stream.Position = 0;
+        var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
+
+        // Assert — absent key should deserialize as null
+        Assert.NotNull(recoveredMessage);
+        Assert.Null(recoveredMessage.DebuggerWelcomeMessage);
+    }
+
+    [Fact]
+    [Trait("Level", "L0")]
+    [Trait("Category", "Common")]
+    public void VerifyDebuggerWelcomeMessageDeserialization_WhenEmpty()
+    {
+        // Arrange
+        var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
+        string json = DoubleQuotify("{'DebuggerWelcomeMessage': ''}");
+
+        // Act
+        using var stream = new MemoryStream();
+        stream.Write(Encoding.UTF8.GetBytes(json));
+        stream.Position = 0;
+        var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
+
+        // Assert — empty string is preserved
+        Assert.NotNull(recoveredMessage);
+        Assert.Equal("", recoveredMessage.DebuggerWelcomeMessage);
+    }
+
+    [Fact]
+    [Trait("Level", "L0")]
+    [Trait("Category", "Common")]
+    public void VerifyDebuggerWelcomeMessageDeserialization_WithCustomMessage()
+    {
+        // Arrange
+        var serializer = new DataContractJsonSerializer(typeof(AgentJobRequestMessage));
+        string json = DoubleQuotify("{'DebuggerWelcomeMessage': 'Welcome to debugging!'}");
+
+        // Act
+        using var stream = new MemoryStream();
+        stream.Write(Encoding.UTF8.GetBytes(json));
+        stream.Position = 0;
+        var recoveredMessage = serializer.ReadObject(stream) as AgentJobRequestMessage;
+
+        // Assert — custom message is preserved
+        Assert.NotNull(recoveredMessage);
+        Assert.Equal("Welcome to debugging!", recoveredMessage.DebuggerWelcomeMessage);
+    }
+
     private static string DoubleQuotify(string text)
     {
         return text.Replace('\'', '"');