diff --git a/src/Agent.Plugins/Artifact/BuildServer.cs b/src/Agent.Plugins/Artifact/BuildServer.cs
index 15a8d3f85d..808cb0395e 100644
--- a/src/Agent.Plugins/Artifact/BuildServer.cs
+++ b/src/Agent.Plugins/Artifact/BuildServer.cs
@@ -1,6 +1,7 @@
 // Copyright (c) Microsoft Corporation.
 // Licensed under the MIT License.
 
+using Agent.Sdk.Knob;
 using System;
 using System.Collections.Generic;
 using System.Threading;
@@ -18,8 +19,7 @@ public class BuildServer
 
         public BuildServer(VssConnection connection)
         {
-            connection.Settings.SendTimeout = TimeSpan.FromSeconds(300);
-            ArgUtil.NotNull(connection, nameof(connection));
+            connection.Settings.SendTimeout = TimeSpan.FromSeconds(AgentKnobs.ArtifactAssociateTimeout.GetValue(UtilKnobValueContext.Instance()).AsInt());
             _buildHttpClient = connection.GetClient<BuildHttpClient>();
         }
 
diff --git a/src/Agent.Sdk/Knob/AgentKnobs.cs b/src/Agent.Sdk/Knob/AgentKnobs.cs
index 25ff9db01d..71eba87cd1 100644
--- a/src/Agent.Sdk/Knob/AgentKnobs.cs
+++ b/src/Agent.Sdk/Knob/AgentKnobs.cs
@@ -779,5 +779,12 @@ public class AgentKnobs
             "If true, agent will use sparse checkout in checkout task.",
             new RuntimeKnobSource("AGENT_USE_SPARSE_CHECKOUT_IN_CHECKOUT_TASK"),
             new BuiltInDefaultKnobSource("false"));
+
+        // Artifact associate timeout for pipeline artifact.
+        public static readonly Knob ArtifactAssociateTimeout = new Knob(
+            nameof(ArtifactAssociateTimeout),
+            "Timeout for channel communication between agent listener and worker processes.",
+            new EnvironmentKnobSource("PIPELINE_ARTIFACT_ASSOCIATE_TIMEOUT"),
+            new BuiltInDefaultKnobSource("900")); // 15 * 60 - Setting the timeout to 15 minutes to account for slowness from azure storage and retries.
     }
 }
diff --git a/src/Agent.Worker/Build/BuildServer.cs b/src/Agent.Worker/Build/BuildServer.cs
index 50e09234e6..a81f5eff29 100644
--- a/src/Agent.Worker/Build/BuildServer.cs
+++ b/src/Agent.Worker/Build/BuildServer.cs
@@ -57,7 +57,7 @@ public async Task ConnectAsync(VssConnection jobConnection)
                 }
                 catch (Exception ex) when (attemptCount > 0)
                 {
-                    Trace.Info($"Catch exception during connect. {attemptCount} attemp left.");
+                    Trace.Info($"Catch exception during connect. {attemptCount} attempt(s) left.");
                     Trace.Error(ex);
                 }