diff --git a/src/Runner.Worker/Container/ContainerInfo.cs b/src/Runner.Worker/Container/ContainerInfo.cs
index 292e1e332..ce883cc10 100644
--- a/src/Runner.Worker/Container/ContainerInfo.cs
+++ b/src/Runner.Worker/Container/ContainerInfo.cs
@@ -92,7 +92,7 @@ namespace GitHub.Runner.Worker.Container
         public bool IsJobContainer { get; set; }
         public bool IsAlpine { get; set; }
 
-        public bool IsHealthy { get; set; } = true;
+        public bool FailedInitialization { get; set; } = false;
 
         public IDictionary<string, string> ContainerEnvironmentVariables
         {
diff --git a/src/Runner.Worker/ContainerOperationProvider.cs b/src/Runner.Worker/ContainerOperationProvider.cs
index 3fbac07d9..d77a50c70 100644
--- a/src/Runner.Worker/ContainerOperationProvider.cs
+++ b/src/Runner.Worker/ContainerOperationProvider.cs
@@ -322,7 +322,7 @@ namespace GitHub.Runner.Worker
 
             if (!string.IsNullOrEmpty(container.ContainerId))
             {
-                if (!container.IsJobContainer && container.IsHealthy)
+                if (!container.IsJobContainer && !container.FailedInitialization)
                 {
                     var healthcheck = await Healthcheck(executionContext, container);
                     if (string.Equals(healthcheck, "healthy", StringComparison.OrdinalIgnoreCase))
@@ -448,7 +448,7 @@ namespace GitHub.Runner.Worker
         {
             await _dockerManager.DockerLogs(context: executionContext, containerId: container.ContainerId);
             executionContext.Error($"Failed to initialize container {container.ContainerImage}");
-            container.IsHealthy = false;
+            container.FailedInitialization = true;
         }
 
         private async Task<string> ContainerRegistryLogin(IExecutionContext executionContext, ContainerInfo container)