diff --git a/src/Runner.Common/RunnerDotcomServer.cs b/src/Runner.Common/RunnerDotcomServer.cs
index b73b252e1..c03e60bb7 100644
--- a/src/Runner.Common/RunnerDotcomServer.cs
+++ b/src/Runner.Common/RunnerDotcomServer.cs
@@ -15,9 +15,10 @@ namespace GitHub.Runner.Common
     [ServiceLocator(Default = typeof(RunnerDotcomServer))]
     public interface IRunnerDotcomServer : IRunnerService
     {
-        Task<List<TaskAgent>> GetRunnersAsync(int runnerGroupId, string githubUrl, string githubToken, string agentName);
+        Task<List<TaskAgent>> GetRunnerByNameAsync(string githubUrl, string githubToken, string agentName);
 
         Task<DistributedTask.WebApi.Runner> AddRunnerAsync(int runnerGroupId, TaskAgent agent, string githubUrl, string githubToken, string publicKey);
+        Task<DistributedTask.WebApi.Runner> ReplaceRunnerAsync(int runnerGroupId, TaskAgent agent, string githubUrl, string githubToken, string publicKey);
         Task<List<TaskAgentPool>> GetRunnerGroupsAsync(string githubUrl, string githubToken);
     }
 
@@ -40,7 +41,7 @@ namespace GitHub.Runner.Common
         }
 
 
-        public async Task<List<TaskAgent>> GetRunnersAsync(int runnerGroupId, string githubUrl, string githubToken, string agentName)
+        public async Task<List<TaskAgent>> GetRunnerByNameAsync(string githubUrl, string githubToken, string agentName)
         {
             var githubApiUrl = "";
             var gitHubUrlBuilder = new UriBuilder(githubUrl);
@@ -129,6 +130,16 @@ namespace GitHub.Runner.Common
         }
 
         public async Task<DistributedTask.WebApi.Runner> AddRunnerAsync(int runnerGroupId, TaskAgent agent, string githubUrl, string githubToken, string publicKey)
+        {
+            return await AddOrReplaceRunner(runnerGroupId, agent, githubUrl, githubToken, publicKey, false);
+        }
+
+        public async Task<DistributedTask.WebApi.Runner> ReplaceRunnerAsync(int runnerGroupId, TaskAgent agent, string githubUrl, string githubToken, string publicKey)
+        {
+            return await AddOrReplaceRunner(runnerGroupId, agent, githubUrl, githubToken, publicKey, true);
+        }
+
+        private async Task<DistributedTask.WebApi.Runner> AddOrReplaceRunner(int runnerGroupId, TaskAgent agent, string githubUrl, string githubToken, string publicKey, bool replace)
         {
             var gitHubUrlBuilder = new UriBuilder(githubUrl);
             var path = gitHubUrlBuilder.Path.Split('/', '\\', StringSplitOptions.RemoveEmptyEntries);
@@ -151,9 +162,15 @@ namespace GitHub.Runner.Common
                         {"updates_disabled", agent.DisableUpdate},
                         {"ephemeral", agent.Ephemeral},
                         {"labels", agent.Labels},
-                        {"public_key", publicKey}
+                        {"public_key", publicKey},
                     };
 
+            if (replace)
+            {
+                bodyObject.Add("runner_id", agent.Id);
+                bodyObject.Add("replace", replace);
+            }
+
             var body = new StringContent(StringUtil.ConvertToJson(bodyObject), null, "application/json");
 
             return await RetryRequest<DistributedTask.WebApi.Runner>(githubApiUrl, githubToken, RequestType.Post, 3, "Failed to add agent", body);
diff --git a/src/Runner.Listener/Configuration/ConfigurationManager.cs b/src/Runner.Listener/Configuration/ConfigurationManager.cs
index 597b80078..b49244af4 100644
--- a/src/Runner.Listener/Configuration/ConfigurationManager.cs
+++ b/src/Runner.Listener/Configuration/ConfigurationManager.cs
@@ -244,7 +244,7 @@ namespace GitHub.Runner.Listener.Configuration
                 List<TaskAgent> agents;
                 if (runnerSettings.UseV2Flow)
                 {
-                    agents = await _dotcomServer.GetRunnersAsync(runnerSettings.PoolId, runnerSettings.GitHubUrl, registerToken, runnerSettings.AgentName);
+                    agents = await _dotcomServer.GetRunnerByNameAsync(runnerSettings.GitHubUrl, registerToken, runnerSettings.AgentName);
                 }
                 else
                 {
@@ -263,7 +263,23 @@ namespace GitHub.Runner.Listener.Configuration
 
                         try
                         {
-                            agent = await _runnerServer.ReplaceAgentAsync(runnerSettings.PoolId, agent);
+                            if (runnerSettings.UseV2Flow)
+                            {
+                                var runner = await _dotcomServer.ReplaceRunnerAsync(runnerSettings.PoolId, agent, runnerSettings.GitHubUrl, registerToken, publicKeyXML);
+                                runnerSettings.ServerUrlV2 = runner.RunnerAuthorization.ServerUrl;
+
+                                agent.Id = runner.Id;
+                                agent.Authorization = new TaskAgentAuthorization()
+                                {
+                                    AuthorizationUrl = runner.RunnerAuthorization.AuthorizationUrl,
+                                    ClientId = new Guid(runner.RunnerAuthorization.ClientId)
+                                };
+                            }
+                            else
+                            {
+                                agent = await _runnerServer.ReplaceAgentAsync(runnerSettings.PoolId, agent);
+                            }
+
                             if (command.DisableUpdate &&
                                 command.DisableUpdate != agent.DisableUpdate)
                             {
diff --git a/src/Sdk/DTWebApi/WebApi/ListRunnersResponse.cs b/src/Sdk/DTWebApi/WebApi/ListRunnersResponse.cs
index 156c20fa9..755ff7104 100644
--- a/src/Sdk/DTWebApi/WebApi/ListRunnersResponse.cs
+++ b/src/Sdk/DTWebApi/WebApi/ListRunnersResponse.cs
@@ -41,7 +41,7 @@ namespace GitHub.DistributedTask.WebApi
 
         public List<TaskAgent> ToTaskAgents()
         {
-            return Runners.Select(runner => new TaskAgent() { Name = runner.Name }).ToList();
+            return Runners.Select(runner => new TaskAgent() { Id = runner.Id, Name = runner.Name }).ToList();
         }
     }
 
diff --git a/src/Test/L0/Listener/Configuration/ConfigurationManagerL0.cs b/src/Test/L0/Listener/Configuration/ConfigurationManagerL0.cs
index b4dfb397f..289a22d8a 100644
--- a/src/Test/L0/Listener/Configuration/ConfigurationManagerL0.cs
+++ b/src/Test/L0/Listener/Configuration/ConfigurationManagerL0.cs
@@ -115,7 +115,7 @@ namespace GitHub.Runner.Common.Tests.Listener.Configuration
             _runnerServer.Setup(x => x.AddAgentAsync(It.IsAny<int>(), It.IsAny<TaskAgent>())).Returns(Task.FromResult(expectedAgent));
             _runnerServer.Setup(x => x.ReplaceAgentAsync(It.IsAny<int>(), It.IsAny<TaskAgent>())).Returns(Task.FromResult(expectedAgent));
 
-            _dotcomServer.Setup(x => x.GetRunnersAsync(It.IsAny<int>(), It.IsAny<string>(), It.IsAny<string>(), It.IsAny<string>())).Returns(Task.FromResult(expectedAgents));
+            _dotcomServer.Setup(x => x.GetRunnerByNameAsync(It.IsAny<string>(), It.IsAny<string>(), It.IsAny<string>())).Returns(Task.FromResult(expectedAgents));
             _dotcomServer.Setup(x => x.GetRunnerGroupsAsync(It.IsAny<string>(), It.IsAny<string>())).Returns(Task.FromResult(expectedPools));
             _dotcomServer.Setup(x => x.AddRunnerAsync(It.IsAny<int>(), It.IsAny<TaskAgent>(), It.IsAny<string>(), It.IsAny<string>(), It.IsAny<string>())).Returns(Task.FromResult(expectedRunner));