diff --git a/DevProxy/Commands/DevProxyCommand.cs b/DevProxy/Commands/DevProxyCommand.cs
index 6ce7ff9f..2fcbea5e 100644
--- a/DevProxy/Commands/DevProxyCommand.cs
+++ b/DevProxy/Commands/DevProxyCommand.cs
@@ -30,7 +30,7 @@ sealed class DevProxyCommand : RootCommand
     internal static readonly Option<string?> ConfigFileOption = new(ConfigFileOptionName, "-c")
     {
         HelpName = "config-file",
-        Description = "The path to the configuration file"
+        Description = "Path to config file. If not specified, Dev Proxy searches for devproxyrc.jsonc or devproxyrc.json in the current directory, then in a .devproxy/ directory, then under the ~appFolder location. Supports ~appFolder token."
     };
     internal const string NoFirstRunOptionName = "--no-first-run";
     internal const string NoWatchOptionName = "--no-watch";
@@ -574,13 +574,18 @@ private void ConfigureCommand()
         ]);
         HelpExamples.Install(this);
 
+        CustomizeHelp();
+
+        SetAction(InvokeAsync);
+    }
+
+    private void CustomizeHelp()
+    {
         var helpOption = Options.OfType<HelpOption>().FirstOrDefault();
-        if (helpOption?.Action is HelpAction helpAction)
+        if (helpOption?.Action is SynchronousCommandLineAction currentAction)
         {
-            helpOption.Action = new ExitCodeHelpAction(helpAction);
+            helpOption.Action = new DevProxyHelpAction(currentAction);
         }
-
-        SetAction(InvokeAsync);
     }
 
     private void ConfigureFromOptions(ParseResult parseResult)
diff --git a/DevProxy/Commands/DevProxyHelpAction.cs b/DevProxy/Commands/DevProxyHelpAction.cs
new file mode 100644
index 00000000..9f331705
--- /dev/null
+++ b/DevProxy/Commands/DevProxyHelpAction.cs
@@ -0,0 +1,42 @@
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+// See the LICENSE file in the project root for more information.
+
+using System.CommandLine;
+using System.CommandLine.Help;
+using System.CommandLine.Invocation;
+
+namespace DevProxy.Commands;
+
+sealed class DevProxyHelpAction(SynchronousCommandLineAction originalAction) : SynchronousCommandLineAction
+{
+    public override int Invoke(ParseResult parseResult)
+    {
+        originalAction.Invoke(parseResult);
+
+        if (parseResult.CommandResult.Command is not RootCommand)
+        {
+            return 0;
+        }
+
+        var output = parseResult.Configuration.Output;
+
+        output.WriteLine();
+        output.WriteLine("  Additional commands may be available depending on configured plugins.");
+        output.WriteLine("  Use -c <config-file> to load a specific configuration.");
+        output.WriteLine();
+        output.WriteLine("Output:");
+        output.WriteLine("  Primary output goes to stdout. Errors and diagnostics go to stderr.");
+        output.WriteLine("  Use --output json for structured output.");
+        output.WriteLine();
+        output.WriteLine("Configuration precedence:");
+        output.WriteLine("  CLI flags > config file > defaults");
+        output.WriteLine();
+        output.WriteLine("Exit codes:");
+        output.WriteLine("  0  Success");
+        output.WriteLine("  1  Runtime error");
+        output.WriteLine("  2  Invalid input or usage");
+
+        return 0;
+    }
+}