Remove Dev Proxy CA certificate when uninstalling for Win

DevProxy/Commands/CertCommand.cs

@@ -2,15 +2,20 @@
 // The .NET Foundation licenses this file to you under the MIT license.
 // See the LICENSE file in the project root for more information.
 
+using DevProxy.Abstractions.Utils;
 using DevProxy.Proxy;
 using System.CommandLine;
+using System.CommandLine.Invocation;
 using System.CommandLine.Parsing;
+using System.Diagnostics;
+using Titanium.Web.Proxy.Helpers;
 
 namespace DevProxy.Commands;
 
 sealed class CertCommand : Command
 {
     private readonly ILogger _logger;
+    private readonly Option<bool> _forceOption = new(["--force", "-f"], "Don't prompt for confirmation when removing the certificate");
 
     public CertCommand(ILogger<CertCommand> logger) :
         base("cert", "Manage the Dev Proxy certificate")
@@ -25,9 +30,14 @@ private void ConfigureCommand()
         var certEnsureCommand = new Command("ensure", "Ensure certificates are setup (creates root if required). Also makes root certificate trusted.");
         certEnsureCommand.SetHandler(EnsureCertAsync);
 
+        var certRemoveCommand = new Command("remove", "Remove the certificate from Root Store");
+        certRemoveCommand.SetHandler(RemoveCert);
+        certRemoveCommand.AddOptions(new[] { _forceOption }.OrderByName());
+
         this.AddCommands(new List<Command>
         {
-            certEnsureCommand
+            certEnsureCommand,
+            certRemoveCommand,
         }.OrderByName());
     }
 
@@ -48,4 +58,82 @@ private async Task EnsureCertAsync()
 
         _logger.LogTrace("EnsureCertAsync() finished");
     }
+
+    public void RemoveCert(InvocationContext invocationContext)
+    {
+        _logger.LogTrace("RemoveCert() called");
+
+        try
+        {
+            var isForced = invocationContext.ParseResult.GetValueForOption(_forceOption);
+            if (!isForced)
+            {
+                var isConfirmed = PromptConfirmation("Do you want to remove the root certificate", acceptByDefault: false);
+                if (!isConfirmed)
+                {
+                    return;
+                }
+            }
+
+            _logger.LogInformation("Uninstalling the root certificate...");
+
+            RemoveTrustedCertificateOnMac();
+            ProxyEngine.ProxyServer.CertificateManager.RemoveTrustedRootCertificate(machineTrusted: false);
+
+            _logger.LogInformation("DONE");
+        }
+        catch (Exception ex)
+        {
+            _logger.LogError(ex, "Error removing certificate");
+        }
+        finally
+        {
+            _logger.LogTrace("RemoveCert() finished");
+        }
+    }
+
+    private static bool PromptConfirmation(string message, bool acceptByDefault)
+    {
+        while (true)
+        {
+            Console.Write(message + $" ({(acceptByDefault ? "Y/n" : "y/N")}): ");
+            var answer = Console.ReadLine();
+
+            if (string.IsNullOrWhiteSpace(answer))
+            {
+                return acceptByDefault;
+            }
+            else if (string.Equals("y", answer, StringComparison.OrdinalIgnoreCase))
+            {
+                return true;
+            }
+            else if (string.Equals("n", answer, StringComparison.OrdinalIgnoreCase))
+            {
+                return false;
+            }
+        }
+    }
+
+    private static void RemoveTrustedCertificateOnMac()
+    {
+        if (!RunTime.IsMac)
+        {
+            return;
+        }
+
+        var bashScriptPath = Path.Join(ProxyUtils.AppFolder, "remove-cert.sh");
+        var startInfo = new ProcessStartInfo()
+        {
+            FileName = "/bin/bash",
+            Arguments = bashScriptPath,
+            UseShellExecute = false,
+            CreateNoWindow = true,
+        };
+
+        using var process = new Process() { StartInfo = startInfo };
+        _ = process.Start();
+        process.WaitForExit();
+
+        HasRunFlag.Remove();
+    }
 }

DevProxy/DevProxy.csproj

@@ -64,8 +64,11 @@
     <None Update="devproxy-errors.json">
       <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
     </None>
+    <None Update="remove-cert.sh">
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
+    </None>
     <None Update="toggle-proxy.sh">
-      <CopyToOutputDirectory>Always</CopyToOutputDirectory>
+      <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>
     </None>
     <None Update="trust-cert.sh">
       <CopyToOutputDirectory>PreserveNewest</CopyToOutputDirectory>

DevProxy/HasRunFlag.cs

@@ -0,0 +1,47 @@
+// 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 DevProxy.Abstractions.Utils;
+
+namespace DevProxy;
+
+static class HasRunFlag
+{
+    private static readonly string filename = Path.Combine(ProxyUtils.AppFolder!, ".hasrun");
+
+    public static bool CreateIfMissing()
+    {
+        if (File.Exists(filename))
+        {
+            return false;
+        }
+
+        return Create();
+    }
+
+    private static bool Create()
+    {
+        try
+        {
+            File.WriteAllText(filename, "");
+        }
+        catch
+        {
+            return false;
+        }
+        return true;
+    }
+
+    public static void Remove()
+    {
+        try
+        {
+            if (File.Exists(filename))
+            {
+                File.Delete(filename);
+            }
+        }
+        catch { }
+    }
+}

DevProxy/Proxy/ProxyEngine.cs

@@ -179,7 +179,7 @@ private void FirstRunSetup()
     {
         if (!RunTime.IsMac ||
             _config.NoFirstRun ||
-            !IsFirstRun() ||
+            !HasRunFlag.CreateIfMissing() ||
             !_config.InstallCert)
         {
             return;
@@ -615,23 +615,6 @@ private static void ToggleSystemProxy(ToggleSystemProxyAction toggle, string? ip
         process.WaitForExit();
     }
 
-    private static bool IsFirstRun()
-    {
-        var firstRunFilePath = Path.Combine(ProxyUtils.AppFolder!, ".hasrun");
-        if (File.Exists(firstRunFilePath))
-        {
-            return false;
-        }
-
-        try
-        {
-            File.WriteAllText(firstRunFilePath, "");
-        }
-        catch { }
-
-        return true;
-    }
-
     private static int GetProcessId(TunnelConnectSessionEventArgs e)
     {
         if (RunTime.IsWindows)

DevProxy/remove-cert.sh

@@ -0,0 +1,25 @@
+#!/bin/bash
+set -e
+
+if [ "$(uname -s)" != "Darwin" ]; then
+  echo "Error: this shell script should be run on macOS."
+  exit 1
+fi
+
+echo -e "\nRemove the self-signed certificate from your Keychain."
+
+cert_name="Dev Proxy CA"
+cert_filename="dev-proxy-ca.pem"
+
+# export cert from keychain to PEM
+echo "Exporting '$cert_name' certificate..."
+security find-certificate -c "$cert_name" -a -p > "$cert_filename"
+
+# add trusted cert to keychain
+echo "Removing Dev Proxy trust settings..."
+security remove-trusted-cert "$cert_filename"
+
+# remove exported cert
+echo "Cleaning up..."
+rm "$cert_filename"
+echo -e "\033[0;32mDONE\033[0m\n"

install-beta.iss

@@ -7,6 +7,7 @@
 #define MyAppVersion "0.28.0-beta.1"
 #define MyAppPublisher ".NET Foundation"
 #define MyAppURL "https://aka.ms/devproxy"
+#define DevProxyExecutable "devproxy-beta.exe"
 
 [Setup]
 ; NOTE: The value of AppId uniquely identifies this application. Do not use the same AppId value in installers for other applications.
@@ -45,6 +46,9 @@ Source: ".\*"; DestDir: "{app}"; Flags: ignoreversion recursesubdirs createallsu
 [UninstallDelete]
 Type:files;Name:"{app}\rootCert.pfx"
 
+[UninstallRun]
+Filename: "{app}\{#DevProxyExecutable}"; Parameters: "cert remove --force"; RunOnceId: "RemoveCert"; Flags: runhidden; 
+
 [Code]
 procedure RemovePath(Path: string);
 var

install.iss

@@ -7,6 +7,7 @@
 #define MyAppVersion "0.28.0"
 #define MyAppPublisher ".NET Foundation"
 #define MyAppURL "https://aka.ms/devproxy"
+#define DevProxyExecutable "devproxy.exe"
 
 [Setup]
 ; NOTE: The value of AppId uniquely identifies this application. Do not use the same AppId value in installers for other applications.
@@ -45,6 +46,9 @@ Source: ".\*"; DestDir: "{app}"; Flags: ignoreversion recursesubdirs createallsu
 [UninstallDelete]
 Type:files;Name:"{app}\rootCert.pfx"
 
+[UninstallRun]
+Filename: "{app}\{#DevProxyExecutable}"; Parameters: "cert remove --force"; RunOnceId: "RemoveCert"; Flags: runhidden; 
+
 [Code]
 procedure RemovePath(Path: string);
 var