diff --git a/src/Runner.Worker/ActionManager.cs b/src/Runner.Worker/ActionManager.cs
index dea9e7dc0..49f9d3e73 100644
--- a/src/Runner.Worker/ActionManager.cs
+++ b/src/Runner.Worker/ActionManager.cs
@@ -228,7 +228,30 @@ namespace GitHub.Runner.Worker
                     {
                         throw new Exception($"Missing download info for {lookupKey}");
                     }
-                    await DownloadRepositoryActionAsync(executionContext, downloadInfo);
+
+                    Exception downloadFailure = null;
+                    try
+                    {
+                        await DownloadRepositoryActionAsync(executionContext, downloadInfo);
+                    }
+                    catch (Exception ex)
+                    {
+                        // record the exception for telemetry, and rethrow the original exception to fail the step.
+                        downloadFailure = ex;
+                        throw;
+                    }
+                    finally
+                    {
+                        executionContext.Global.JobTelemetry.Add(new JobTelemetry()
+                        {
+                            Type = JobTelemetryType.General,
+                            Message = $"resolve_download_actions_telemetry:{StringUtil.ConvertToJson(new ActionTelemetryPayload
+                            {
+                                Operation = "download_action",
+                                Result = downloadFailure == null ? "succeeded" : downloadFailure.GetType().Name
+                            }, Newtonsoft.Json.Formatting.None)}"
+                        });
+                    }
                 }
 
                 // Parse action.yml and collect composite sub-actions for batched
@@ -398,7 +421,30 @@ namespace GitHub.Runner.Worker
             if (repositoryActions.Count > 0)
             {
                 // Get the download info
-                var downloadInfos = await GetDownloadInfoAsync(executionContext, repositoryActions);
+                IDictionary<string, WebApi.ActionDownloadInfo> downloadInfos = null;
+                Exception resolveFailure = null;
+                try
+                {
+                    downloadInfos = await GetDownloadInfoAsync(executionContext, repositoryActions);
+                }
+                catch (Exception ex)
+                {
+                    // record the exception for telemetry, and rethrow the original exception to fail the step.
+                    resolveFailure = ex;
+                    throw;
+                }
+                finally
+                {
+                    executionContext.Global.JobTelemetry.Add(new JobTelemetry()
+                    {
+                        Type = JobTelemetryType.General,
+                        Message = $"resolve_download_actions_telemetry:{StringUtil.ConvertToJson(new ActionTelemetryPayload
+                        {
+                            Operation = "resolve_actions",
+                            Result = resolveFailure == null ? "succeeded" : resolveFailure.GetType().Name
+                        }, Newtonsoft.Json.Formatting.None)}"
+                    });
+                }
 
                 // Download each action
                 foreach (var action in repositoryActions)
@@ -414,7 +460,29 @@ namespace GitHub.Runner.Worker
                         throw new Exception($"Missing download info for {lookupKey}");
                     }
 
-                    await DownloadRepositoryActionAsync(executionContext, downloadInfo);
+                    Exception downloadFailure = null;
+                    try
+                    {
+                        await DownloadRepositoryActionAsync(executionContext, downloadInfo);
+                    }
+                    catch (Exception ex)
+                    {
+                        // record the exception for telemetry, and rethrow the original exception to fail the step.
+                        downloadFailure = ex;
+                        throw;
+                    }
+                    finally
+                    {
+                        executionContext.Global.JobTelemetry.Add(new JobTelemetry()
+                        {
+                            Type = JobTelemetryType.General,
+                            Message = $"resolve_download_actions_telemetry:{StringUtil.ConvertToJson(new ActionTelemetryPayload
+                            {
+                                Operation = "download_action",
+                                Result = downloadFailure == null ? "succeeded" : downloadFailure.GetType().Name
+                            }, Newtonsoft.Json.Formatting.None)}"
+                        });
+                    }
                 }
 
                 // More preparation based on content in the repository (action.yml)
@@ -980,10 +1048,33 @@ namespace GitHub.Runner.Worker
 
             if (actionsToResolve.Count > 0)
             {
-                var downloadInfos = await GetDownloadInfoAsync(executionContext, actionsToResolve);
-                foreach (var kvp in downloadInfos)
+                IDictionary<string, WebApi.ActionDownloadInfo> downloadInfos = null;
+                Exception resolveFailure = null;
+                try
                 {
-                    resolvedDownloadInfos[kvp.Key] = kvp.Value;
+                    downloadInfos = await GetDownloadInfoAsync(executionContext, actionsToResolve);
+                    foreach (var kvp in downloadInfos)
+                    {
+                        resolvedDownloadInfos[kvp.Key] = kvp.Value;
+                    }
+                }
+                catch (Exception ex)
+                {
+                    // record the exception for telemetry, and rethrow the original exception to fail the step.
+                    resolveFailure = ex;
+                    throw;
+                }
+                finally
+                {
+                    executionContext.Global.JobTelemetry.Add(new JobTelemetry()
+                    {
+                        Type = JobTelemetryType.General,
+                        Message = $"resolve_download_actions_telemetry:{StringUtil.ConvertToJson(new ActionTelemetryPayload
+                        {
+                            Operation = "resolve_actions",
+                            Result = resolveFailure == null ? "succeeded" : resolveFailure.GetType().Name
+                        }, Newtonsoft.Json.Formatting.None)}"
+                    });
                 }
             }
         }
@@ -1209,6 +1300,12 @@ namespace GitHub.Runner.Worker
 
         private string GetWatermarkFilePath(string directory) => directory + ".completed";
 
+        private sealed class ActionTelemetryPayload
+        {
+            public string Operation { get; set; }
+            public string Result { get; set; }
+        }
+
         private ActionSetupInfo PrepareRepositoryActionAsync(IExecutionContext executionContext, Pipelines.ActionStep repositoryAction)
         {
             var repositoryReference = repositoryAction.Reference as Pipelines.RepositoryPathReference;
diff --git a/src/Test/L0/Worker/ActionManagerL0.cs b/src/Test/L0/Worker/ActionManagerL0.cs
index c612ac9d0..05c69845a 100644
--- a/src/Test/L0/Worker/ActionManagerL0.cs
+++ b/src/Test/L0/Worker/ActionManagerL0.cs
@@ -90,6 +90,11 @@ namespace GitHub.Runner.Common.Tests.Worker
 
                 var actionYamlFile = Path.Combine(_hc.GetDirectory(WellKnownDirectory.Actions), ActionName, "main", "action.yml");
                 Assert.True(File.Exists(actionYamlFile));
+
+                var telemetryMessages = GetTelemetryMessages();
+                Assert.True(ContainsTelemetry(telemetryMessages, "resolve_actions"));
+                Assert.True(ContainsTelemetry(telemetryMessages, "succeeded"));
+                Assert.True(ContainsTelemetry(telemetryMessages, "download_action"));
                 _hc.GetTrace().Info(File.ReadAllText(actionYamlFile));
             }
             finally
@@ -148,6 +153,11 @@ namespace GitHub.Runner.Common.Tests.Worker
 
                 // Act + Assert
                 await Assert.ThrowsAsync<InvalidActionArchiveException>(async () => await _actionManager.PrepareActionsAsync(_ec.Object, actions));
+
+                var telemetryMessages = GetTelemetryMessages();
+                Assert.True(ContainsTelemetry(telemetryMessages, "resolve_actions"));
+                Assert.True(ContainsTelemetry(telemetryMessages, "download_action"));
+                Assert.True(ContainsTelemetry(telemetryMessages, "InvalidActionArchiveException"));
             }
             finally
             {
@@ -215,6 +225,51 @@ namespace GitHub.Runner.Common.Tests.Worker
             }
         }
 
+        [Fact]
+        [Trait("Level", "L0")]
+        [Trait("Category", "Worker")]
+        public async Task PrepareActions_ResolveActionDownloadInfo_RecordsTelemetry_OnFailure()
+        {
+            try
+            {
+                // Arrange
+                Setup();
+                _ec.Object.Global.Variables.Set(Constants.Variables.System.JobRequestType, "RunnerJobRequest");
+
+                _launchServer
+                    .Setup(x => x.ResolveActionsDownloadInfoAsync(It.IsAny<Guid>(), It.IsAny<Guid>(), It.IsAny<ActionReferenceList>(), It.IsAny<CancellationToken>(), It.IsAny<bool>()))
+                    .ThrowsAsync(new Exception("resolve failed"));
+
+                var actions = new List<Pipelines.JobStep>
+                {
+                    new Pipelines.ActionStep()
+                    {
+                        Name = "action",
+                        Id = Guid.NewGuid(),
+                        Reference = new Pipelines.RepositoryPathReference()
+                        {
+                            Name = "actions/checkout",
+                            Ref = "v4",
+                            RepositoryType = "GitHub"
+                        }
+                    }
+                };
+
+                // Act + Assert
+                await Assert.ThrowsAsync<FailedToResolveActionDownloadInfoException>(async () => await _actionManager.PrepareActionsAsync(_ec.Object, actions));
+
+                var telemetryMessages = GetTelemetryMessages();
+                Assert.Equal(1, telemetryMessages.Count(message =>
+                    message.Contains("resolve_actions", StringComparison.OrdinalIgnoreCase)
+                    && !message.Contains("\"result\":\"succeeded\"", StringComparison.OrdinalIgnoreCase)));
+                Assert.False(ContainsTelemetry(telemetryMessages, "resolve_actions\",\"result\":\"succeeded"));
+            }
+            finally
+            {
+                Teardown();
+            }
+        }
+
 #if OS_LINUX
         [Fact]
         [Trait("Level", "L0")]
@@ -3333,6 +3388,16 @@ runs:
             }
         }
 
+        private IList<string> GetTelemetryMessages()
+        {
+            return _ec.Object.Global.JobTelemetry.Select(x => x.Message).ToList();
+        }
+
+        private static bool ContainsTelemetry(IList<string> telemetryMessages, string expectedFragment)
+        {
+            return telemetryMessages.Any(message => message.Contains(expectedFragment, StringComparison.OrdinalIgnoreCase));
+        }
+
         [Fact]
         [Trait("Level", "L0")]
         [Trait("Category", "Worker")]