Refactor email delivery and background jobs system

- Switch from SolidQueue to async job processor for simpler background job handling
- Remove SolidQueue gem and related configuration files
- Add letter_opener gem for development email preview
- Fix invitation email template issues (invitation_login_token method and route helper)
- Configure SMTP settings via environment variables in application.rb
- Add email delivery configuration banner on admin users page
- Improve admin users page with inline action buttons and SMTP configuration warnings
- Update development and production environments to use async processor
- Add helper methods to detect SMTP configuration and filter out localhost settings

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-Authored-By: Claude <noreply@anthropic.com>

Gemfile

@@ -34,9 +34,8 @@ gem "jwt", "~> 3.1"
 # Windows does not include zoneinfo files, so bundle the tzinfo-data gem
 gem "tzinfo-data", platforms: %i[ windows jruby ]
 
-# Use the database-backed adapters for Rails.cache, Active Job, and Action Cable
+# Use the database-backed adapters for Rails.cache and Action Cable
 gem "solid_cache"
-gem "solid_queue"
 gem "solid_cable"
 
 # Reduces boot times through caching; required in config/boot.rb
@@ -68,6 +67,9 @@ end
 group :development do
   # Use console on exceptions pages [https://github.com/rails/web-console]
   gem "web-console"
+
+  # Preview emails in browser instead of sending them
+  gem "letter_opener"
 end
 
 group :test do

Gemfile.lock

@@ -100,6 +100,8 @@ GEM
       rack-test (>= 0.6.3)
       regexp_parser (>= 1.5, < 3.0)
       xpath (~> 3.2)
+    childprocess (5.1.0)
+      logger (~> 1.5)
     chunky_png (1.4.0)
     concurrent-ruby (1.3.5)
     connection_pool (2.5.4)
@@ -113,8 +115,6 @@ GEM
     ed25519 (1.4.0)
     erb (5.1.1)
     erubi (1.13.1)
-    et-orbi (1.4.0)
-      tzinfo
     ffi (1.17.2-aarch64-linux-gnu)
     ffi (1.17.2-aarch64-linux-musl)
     ffi (1.17.2-arm-linux-gnu)
@@ -122,9 +122,6 @@ GEM
     ffi (1.17.2-arm64-darwin)
     ffi (1.17.2-x86_64-linux-gnu)
     ffi (1.17.2-x86_64-linux-musl)
-    fugit (1.12.1)
-      et-orbi (~> 1.4)
-      raabro (~> 1.4)
     globalid (1.3.0)
       activesupport (>= 6.1)
     i18n (1.14.7)
@@ -159,6 +156,12 @@ GEM
       thor (~> 1.3)
       zeitwerk (>= 2.6.18, < 3.0)
     language_server-protocol (3.17.0.5)
+    launchy (3.1.1)
+      addressable (~> 2.8)
+      childprocess (~> 5.0)
+      logger (~> 1.6)
+    letter_opener (1.10.0)
+      launchy (>= 2.2, < 4)
     lint_roller (1.1.0)
     logger (1.7.0)
     loofah (2.24.1)
@@ -225,7 +228,6 @@ GEM
     public_suffix (6.0.2)
     puma (7.1.0)
       nio4r (~> 2.0)
-    raabro (1.4.0)
     racc (1.8.1)
     rack (3.2.3)
     rack-session (2.1.1)
@@ -329,13 +331,6 @@ GEM
       activejob (>= 7.2)
       activerecord (>= 7.2)
       railties (>= 7.2)
-    solid_queue (1.2.2)
-      activejob (>= 7.1)
-      activerecord (>= 7.1)
-      concurrent-ruby (>= 1.3.1)
-      fugit (~> 1.11)
-      railties (>= 7.1)
-      thor (>= 1.3.1)
     sqlite3 (2.7.4-aarch64-linux-gnu)
     sqlite3 (2.7.4-aarch64-linux-musl)
     sqlite3 (2.7.4-arm-linux-gnu)
@@ -416,6 +411,7 @@ DEPENDENCIES
   jbuilder
   jwt (~> 3.1)
   kamal
+  letter_opener
   propshaft
   puma (>= 5.0)
   rails (~> 8.1.0)
@@ -425,7 +421,6 @@ DEPENDENCIES
   selenium-webdriver
   solid_cable
   solid_cache
-  solid_queue
   sqlite3 (>= 2.1)
   stimulus-rails
   tailwindcss-rails

app/helpers/application_helper.rb

@@ -1,2 +1,22 @@
 module ApplicationHelper
+  def smtp_configured?
+    return true if Rails.env.test?
+
+    smtp_address = ENV["SMTP_ADDRESS"]
+    smtp_port = ENV["SMTP_PORT"]
+
+    smtp_address.present? &&
+    smtp_port.present? &&
+    smtp_address != "localhost" &&
+    !smtp_address.start_with?("127.0.0.1") &&
+    !smtp_address.start_with?("localhost")
+  end
+
+  def email_delivery_method
+    if Rails.env.development?
+      ActionMailer::Base.delivery_method
+    else
+      :smtp
+    end
+  end
 end

app/views/admin/users/index.html.erb

@@ -8,6 +8,39 @@
   </div>
 </div>
 
+<% unless smtp_configured? %>
+  <div class="mt-6 rounded-md bg-yellow-50 p-4">
+    <div class="flex">
+      <div class="flex-shrink-0">
+        <svg class="h-5 w-5 text-yellow-400" viewBox="0 0 20 20" fill="currentColor" aria-hidden="true">
+          <path fill-rule="evenodd" d="M8.485 2.495c.673-1.167 2.357-1.167 3.03 0l6.28 10.875c.673 1.167-.17 2.625-1.516 2.625H3.72c-1.347 0-2.189-1.458-1.515-2.625L8.485 2.495zM10 5a.75.75 0 01.75.75v3.5a.75.75 0 01-1.5 0v-3.5A.75.75 0 0110 5zm0 9a1 1 0 100-2 1 1 0 000 2z" clip-rule="evenodd" />
+        </svg>
+      </div>
+      <div class="ml-3">
+        <h3 class="text-sm font-medium text-yellow-800">
+          Email delivery not configured
+        </h3>
+        <div class="mt-2 text-sm text-yellow-700">
+          <p>
+            <% if Rails.env.development? %>
+              Emails are being delivered using <span class="font-mono"><%= email_delivery_method %></span> and will open in your browser.
+            <% else %>
+              SMTP settings are not configured. Invitation emails and other notifications will not be sent.
+            <% end %>
+          </p>
+          <p class="mt-1">
+            <% if Rails.env.development? %>
+              To configure SMTP for production, set environment variables like <span class="font-mono">SMTP_ADDRESS</span>, <span class="font-mono">SMTP_PORT</span>, <span class="font-mono">SMTP_USERNAME</span>, etc.
+            <% else %>
+              Configure SMTP settings by setting environment variables: <span class="font-mono">SMTP_ADDRESS</span>, <span class="font-mono">SMTP_PORT</span>, <span class="font-mono">SMTP_USERNAME</span>, <span class="font-mono">SMTP_PASSWORD</span>, etc.
+            <% end %>
+          </p>
+        </div>
+      </div>
+    </div>
+  </div>
+<% end %>
+
 <div class="mt-8 flow-root">
   <div class="-mx-4 -my-2 overflow-x-auto sm:-mx-6 lg:-mx-8">
     <div class="inline-block min-w-full py-2 align-middle sm:px-6 lg:px-8">
@@ -66,11 +99,17 @@
                 <%= user.groups.count %>
               </td>
               <td class="relative whitespace-nowrap py-4 pl-3 pr-4 text-right text-sm font-medium sm:pr-0">
-                <% if user.pending_invitation? %>
+                <div class="flex justify-end space-x-3">
-                  <%= button_to "Resend", resend_invitation_admin_user_path(user), method: :post, class: "text-yellow-600 hover:text-yellow-900 mr-4" %>
+                  <% if user.pending_invitation? %>
-                <% end %>
+                    <%= link_to "Resend", resend_invitation_admin_user_path(user),
-                <%= link_to "Edit", edit_admin_user_path(user), class: "text-blue-600 hover:text-blue-900 mr-4" %>
+                        data: { turbo_method: :post },
-                <%= button_to "Delete", admin_user_path(user), method: :delete, data: { turbo_confirm: "Are you sure you want to delete this user?" }, class: "text-red-600 hover:text-red-900" %>
+                        class: "text-yellow-600 hover:text-yellow-900" %>
+                  <% end %>
+                  <%= link_to "Edit", edit_admin_user_path(user), class: "text-blue-600 hover:text-blue-900" %>
+                  <%= link_to "Delete", admin_user_path(user),
+                      data: { turbo_method: :delete, turbo_confirm: "Are you sure you want to delete this user?" },
+                      class: "text-red-600 hover:text-red-900" %>
+                </div>
               </td>
             </tr>
           <% end %>

app/views/invitations_mailer/invite_user.html.erb

@@ -1,10 +1,10 @@
 <p>
   You've been invited to join Clinch! To set up your account and create your password, please visit
-  <%= link_to "this invitation page", invite_url(@user.invitation_login_token) %>.
+  <%= link_to "this invitation page", invitation_url(@user.generate_token_for(:invitation_login)) %>.
 </p>
 
 <p>
-  This invitation link will expire in <%= distance_of_time_in_words(0, @user.invitation_login_token_expires_in) %>.
+  This invitation link will expire in 24 hours.
 </p>
 
 <p>

config/application.rb

@@ -23,5 +23,18 @@ module Clinch
     #
     # config.time_zone = "Central Time (US & Canada)"
     # config.eager_load_paths << Rails.root.join("extras")
+
+      # Configure SMTP settings using environment variables
+    config.action_mailer.delivery_method = :smtp
+    config.action_mailer.smtp_settings = {
+      address: ENV.fetch('SMTP_ADDRESS', 'localhost'),
+      port: ENV.fetch('SMTP_PORT', 587),
+      domain: ENV.fetch('SMTP_DOMAIN', 'localhost'),
+      user_name: ENV.fetch('SMTP_USER_NAME', nil),
+      password: ENV.fetch('SMTP_PASSWORD', nil),
+      authentication: ENV.fetch('SMTP_AUTHENTICATION', 'plain').to_sym,
+      enable_starttls_auto: ENV.fetch('SMTP_STARTTLS_AUTO', 'true') == 'true',
+      openssl_verify_mode: OpenSSL::SSL::VERIFY_PEER
+    }
   end
 end

config/environments/development.rb

@@ -31,8 +31,9 @@ Rails.application.configure do
   # Store uploaded files on the local file system (see config/storage.yml for options).
   config.active_storage.service = :local
 
-  # Don't care if the mailer can't send.
+  # Preview emails in browser using letter_opener
-  config.action_mailer.raise_delivery_errors = false
+  config.action_mailer.delivery_method = :letter_opener
+  config.action_mailer.perform_deliveries = true
 
   # Make template changes take effect immediately.
   config.action_mailer.perform_caching = false
@@ -58,9 +59,8 @@ Rails.application.configure do
   # Highlight code that enqueued background job in logs.
   config.active_job.verbose_enqueue_logs = true
 
-  # Use Solid Queue for background jobs (same as production).
+  # Use async processor for background jobs in development
-  config.active_job.queue_adapter = :solid_queue
+  config.active_job.queue_adapter = :async
-  config.solid_queue.connects_to = { database: { writing: :queue } }
   
 
   # Highlight code that triggered redirect in logs.

config/environments/production.rb

@@ -49,9 +49,8 @@ Rails.application.configure do
   # Replace the default in-process memory cache store with a durable alternative.
   config.cache_store = :solid_cache_store
 
-  # Replace the default in-process and non-durable queuing backend for Active Job.
+  # Use async processor for background jobs (modify as needed for production)
-  config.active_job.queue_adapter = :solid_queue
+  config.active_job.queue_adapter = :async
-  config.solid_queue.connects_to = { database: { writing: :queue } }
 
   # Ignore bad email addresses and do not raise email delivery errors.
   # Set this to true and configure the email server for immediate delivery to raise delivery errors.

config/puma.rb

@@ -34,8 +34,7 @@ port ENV.fetch("PORT", 3000)
 # Allow puma to be restarted by `bin/rails restart` command.
 plugin :tmp_restart
 
-# Run the Solid Queue supervisor inside of Puma for single-server deployments.
+# Solid Queue plugin removed - now using async processor
-plugin :solid_queue if ENV["SOLID_QUEUE_IN_PUMA"]
 
 # Specify the PID file. Defaults to tmp/pids/server.pid in development.
 # In other environments, only set the PID file if requested.

config/recurring.yml

@@ -1,15 +0,0 @@
-# examples:
-#   periodic_cleanup:
-#     class: CleanSoftDeletedRecordsJob
-#     queue: background
-#     args: [ 1000, { batch_size: 500 } ]
-#     schedule: every hour
-#   periodic_cleanup_with_command:
-#     command: "SoftDeletedRecord.due.delete_all"
-#     priority: 2
-#     schedule: at 5am every day
-
-production:
-  clear_solid_queue_finished_jobs:
-    command: "SolidQueue::Job.clear_finished_in_batches(sleep_between_batches: 0.3)"
-    schedule: every hour at minute 12

test/controllers/api/forward_auth_controller_test.rb

@@ -0,0 +1,275 @@
+require "test_helper"
+
+module Api
+  class ForwardAuthControllerTest < ActionDispatch::IntegrationTest
+    setup do
+      @user = users(:one)
+      @admin_user = users(:two)
+      @inactive_user = users(:three)
+      @group = groups(:one)
+      @rule = ForwardAuthRule.create!(domain_pattern: "test.example.com", active: true)
+      @inactive_rule = ForwardAuthRule.create!(domain_pattern: "inactive.example.com", active: false)
+    end
+
+    # Authentication Tests
+    test "should redirect to login when no session cookie" do
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 302
+      assert_match %r{/signin}, response.location
+      assert_equal "No session cookie", response.headers["X-Auth-Reason"]
+    end
+
+    test "should redirect when session cookie is invalid" do
+      get "/api/verify", headers: {
+        "X-Forwarded-Host" => "test.example.com",
+        "Cookie" => "_clinch_session_id=invalid_session_id"
+      }
+
+      assert_response 302
+      assert_match %r{/signin}, response.location
+      assert_equal "Invalid session", response.headers["X-Auth-Reason"]
+    end
+
+    test "should redirect when session is expired" do
+      expired_session = @user.sessions.create!(created_at: 1.year.ago)
+
+      get "/api/verify", headers: {
+        "X-Forwarded-Host" => "test.example.com",
+        "Cookie" => "_clinch_session_id=#{expired_session.id}"
+      }
+
+      assert_response 302
+      assert_match %r{/signin}, response.location
+      assert_equal "Session expired", response.headers["X-Auth-Reason"]
+    end
+
+    test "should redirect when user is inactive" do
+      sign_in_as(@inactive_user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 302
+      assert_equal "User account is not active", response.headers["X-Auth-Reason"]
+    end
+
+    test "should return 200 when user is authenticated" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+    end
+
+    # Rule Matching Tests
+    test "should return 200 when matching rule exists" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+    end
+
+    test "should return 200 with default headers when no rule matches" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "unknown.example.com" }
+
+      assert_response 200
+      assert_equal "X-Remote-User", response.headers["X-Remote-User"]
+      assert_equal @user.email_address, response.headers["X-Remote-User"]
+    end
+
+    test "should return 403 when rule exists but is inactive" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "inactive.example.com" }
+
+      assert_response 403
+      assert_equal "No authentication rule configured for this domain", response.headers["X-Auth-Reason"]
+    end
+
+    test "should return 403 when rule exists but user not in allowed groups" do
+      @rule.allowed_groups << @group
+      sign_in_as(@user)  # User not in group
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 403
+      assert_match %r{permission to access this domain}, response.headers["X-Auth-Reason"]
+    end
+
+    test "should return 200 when user is in allowed groups" do
+      @rule.allowed_groups << @group
+      @user.groups << @group
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+    end
+
+    # Domain Pattern Tests
+    test "should match wildcard domains correctly" do
+      wildcard_rule = ForwardAuthRule.create!(domain_pattern: "*.example.com", active: true)
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "app.example.com" }
+      assert_response 200
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "api.example.com" }
+      assert_response 200
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "other.com" }
+      assert_response 200  # Falls back to default behavior
+    end
+
+    test "should match exact domains correctly" do
+      exact_rule = ForwardAuthRule.create!(domain_pattern: "api.example.com", active: true)
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "api.example.com" }
+      assert_response 200
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "app.api.example.com" }
+      assert_response 200  # Falls back to default behavior
+    end
+
+    # Header Configuration Tests
+    test "should return default headers when rule has no custom config" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+      assert_equal "X-Remote-User", response.headers.keys.find { |k| k.include?("User") }
+      assert_equal "X-Remote-Email", response.headers.keys.find { |k| k.include?("Email") }
+      assert_equal "X-Remote-Name", response.headers.keys.find { |k| k.include?("Name") }
+      assert_equal @user.email_address, response.headers["X-Remote-User"]
+    end
+
+    test "should return custom headers when configured" do
+      custom_rule = ForwardAuthRule.create!(
+        domain_pattern: "custom.example.com",
+        active: true,
+        headers_config: {
+          user: "X-WEBAUTH-USER",
+          email: "X-WEBAUTH-EMAIL",
+          groups: "X-WEBAUTH-ROLES"
+        }
+      )
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "custom.example.com" }
+
+      assert_response 200
+      assert_equal "X-WEBAUTH-USER", response.headers.keys.find { |k| k.include?("USER") }
+      assert_equal "X-WEBAUTH-EMAIL", response.headers.keys.find { |k| k.include?("EMAIL") }
+      assert_equal @user.email_address, response.headers["X-WEBAUTH-USER"]
+    end
+
+    test "should return no headers when all headers disabled" do
+      no_headers_rule = ForwardAuthRule.create!(
+        domain_pattern: "noheaders.example.com",
+        active: true,
+        headers_config: { user: "", email: "", name: "", groups: "", admin: "" }
+      )
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "noheaders.example.com" }
+
+      assert_response 200
+      auth_headers = response.headers.select { |k, v| k.match?(/^(X-|Remote-)/i) }
+      assert_empty auth_headers
+    end
+
+    test "should include groups header when user has groups" do
+      @user.groups << @group
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+      assert_equal @group.name, response.headers["X-Remote-Groups"]
+    end
+
+    test "should not include groups header when user has no groups" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+      assert_nil response.headers["X-Remote-Groups"]
+    end
+
+    test "should include admin header correctly" do
+      sign_in_as(@admin_user)  # Assuming users(:two) is admin
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+      assert_equal "true", response.headers["X-Remote-Admin"]
+    end
+
+    test "should include multiple groups when user has multiple groups" do
+      group2 = groups(:two)
+      @user.groups << @group
+      @user.groups << group2
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      assert_response 200
+      groups_header = response.headers["X-Remote-Groups"]
+      assert_includes groups_header, @group.name
+      assert_includes groups_header, group2.name
+    end
+
+    # Header Fallback Tests
+    test "should fall back to Host header when X-Forwarded-Host is missing" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "Host" => "test.example.com" }
+
+      assert_response 200
+    end
+
+    test "should handle requests without any host headers" do
+      sign_in_as(@user)
+
+      get "/api/verify"
+
+      assert_response 200
+      assert_equal "User #{@user.email_address} authenticated (no domain specified)",
+                   request.env["action_dispatch.instance"].instance_variable_get(:@logged_messages)&.last
+    end
+
+    # Security Tests
+    test "should handle malformed session IDs gracefully" do
+      get "/api/verify", headers: {
+        "X-Forwarded-Host" => "test.example.com",
+        "Cookie" => "_clinch_session_id=malformed_session_id_with_special_chars!@#$%"
+      }
+
+      assert_response 302
+      assert_equal "Invalid session", response.headers["X-Auth-Reason"]
+    end
+
+    test "should handle very long domain names" do
+      long_domain = "a" * 250 + ".example.com"
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => long_domain }
+
+      assert_response 200  # Should fall back to default behavior
+    end
+
+    test "should handle case insensitive domain matching" do
+      sign_in_as(@user)
+
+      get "/api/verify", headers: { "X-Forwarded-Host" => "TEST.Example.COM" }
+
+      assert_response 200
+    end
+  end
+end

test/integration/forward_auth_integration_test.rb

@@ -0,0 +1,322 @@
+require "test_helper"
+
+class ForwardAuthIntegrationTest < ActionDispatch::IntegrationTest
+  setup do
+    @user = users(:one)
+    @admin_user = users(:two)
+    @group = groups(:one)
+    @group2 = groups(:two)
+  end
+
+  # Basic Authentication Flow Tests
+  test "complete authentication flow: unauthenticated to authenticated" do
+    # Step 1: Unauthenticated request should redirect
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 302
+    assert_match %r{/signin}, response.location
+    assert_equal "No session cookie", response.headers["X-Auth-Reason"]
+
+    # Step 2: Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_redirected_to "/"
+    assert cookies[:session_id]
+
+    # Step 3: Authenticated request should succeed
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+  end
+
+  test "session persistence across multiple requests" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    session_cookie = cookies[:session_id]
+    assert session_cookie
+
+    # Multiple requests should work with same session
+    3.times do |i|
+      get "/api/verify", headers: { "X-Forwarded-Host" => "app#{i}.example.com" }
+      assert_response 200
+      assert_equal @user.email_address, response.headers["X-Remote-User"]
+    end
+  end
+
+  test "session expiration handling" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Manually expire the session
+    session = Session.find_by(id: cookies.signed[:session_id])
+    session.update!(created_at: 1.year.ago)
+
+    # Request should fail and redirect to login
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 302
+    assert_equal "Session expired", response.headers["X-Auth-Reason"]
+  end
+
+  # Domain and Rule Integration Tests
+  test "different domain patterns with same session" do
+    # Create test rules
+    wildcard_rule = ForwardAuthRule.create!(domain_pattern: "*.example.com", active: true)
+    exact_rule = ForwardAuthRule.create!(domain_pattern: "api.example.com", active: true)
+
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Test wildcard domain
+    get "/api/verify", headers: { "X-Forwarded-Host" => "app.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+
+    # Test exact domain
+    get "/api/verify", headers: { "X-Forwarded-Host" => "api.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+
+    # Test non-matching domain (should use defaults)
+    get "/api/verify", headers: { "X-Forwarded-Host" => "other.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+  end
+
+  test "group-based access control integration" do
+    # Create restricted rule
+    restricted_rule = ForwardAuthRule.create!(domain_pattern: "restricted.example.com", active: true)
+    restricted_rule.allowed_groups << @group
+
+    # Sign in user without group
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Should be denied access
+    get "/api/verify", headers: { "X-Forwarded-Host" => "restricted.example.com" }
+    assert_response 403
+    assert_match %r{permission to access this domain}, response.headers["X-Auth-Reason"]
+
+    # Add user to group
+    @user.groups << @group
+
+    # Should now be allowed
+    get "/api/verify", headers: { "X-Forwarded-Host" => "restricted.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+  end
+
+  # Header Configuration Integration Tests
+  test "different header configurations with same user" do
+    # Create rules with different header configs
+    default_rule = ForwardAuthRule.create!(domain_pattern: "default.example.com", active: true)
+    custom_rule = ForwardAuthRule.create!(
+      domain_pattern: "custom.example.com",
+      active: true,
+      headers_config: { user: "X-WEBAUTH-USER", groups: "X-WEBAUTH-ROLES" }
+    )
+    no_headers_rule = ForwardAuthRule.create!(
+      domain_pattern: "noheaders.example.com",
+      active: true,
+      headers_config: { user: "", email: "", name: "", groups: "", admin: "" }
+    )
+
+    # Add user to groups
+    @user.groups << @group
+    @user.groups << @group2
+
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Test default headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "default.example.com" }
+    assert_response 200
+    assert_equal "X-Remote-User", response.headers.keys.find { |k| k.include?("User") }
+    assert_equal "X-Remote-Groups", response.headers.keys.find { |k| k.include?("Groups") }
+
+    # Test custom headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "custom.example.com" }
+    assert_response 200
+    assert_equal "X-WEBAUTH-USER", response.headers.keys.find { |k| k.include?("USER") }
+    assert_equal "X-WEBAUTH-ROLES", response.headers.keys.find { |k| k.include?("ROLES") }
+
+    # Test no headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "noheaders.example.com" }
+    assert_response 200
+    auth_headers = response.headers.select { |k, v| k.match?(/^(X-|Remote-)/i) }
+    assert_empty auth_headers
+  end
+
+  # Redirect URL Integration Tests
+  test "redirect URL preserves original request information" do
+    # Test with various redirect parameters
+    test_cases = [
+      { rd: "https://app.example.com/", rm: "GET" },
+      { rd: "https://grafana.example.com/dashboard", rm: "POST" },
+      { rd: "https://metube.example.com/videos", rm: "PUT" }
+    ]
+
+    test_cases.each do |params|
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }, params: params
+
+      assert_response 302
+      location = response.location
+
+      # Should contain the original redirect URL
+      assert_includes location, params[:rd]
+      assert_includes location, params[:rm]
+      assert_includes location, "/signin"
+    end
+  end
+
+  test "return URL functionality after authentication" do
+    # Initial request should set return URL
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "test.example.com",
+      "X-Forwarded-Uri" => "/admin"
+    }, params: { rd: "https://app.example.com/admin" }
+
+    assert_response 302
+    location = response.location
+
+    # Extract return URL from location
+    assert_match /rd=([^&]+)/, location
+    return_url = CGI.unescape($1)
+    assert_equal "https://app.example.com/admin", return_url
+
+    # Store session return URL
+    return_to_after_authenticating = session[:return_to_after_authenticating]
+    assert_equal "https://app.example.com/admin", return_to_after_authenticating
+  end
+
+  # Multiple User Scenarios Integration Tests
+  test "multiple users with different access levels" do
+    regular_user = users(:one)
+    admin_user = users(:two)
+
+    # Create restricted rule
+    admin_rule = ForwardAuthRule.create!(
+      domain_pattern: "admin.example.com",
+      active: true,
+      headers_config: { user: "X-Admin-User", admin: "X-Admin-Flag" }
+    )
+
+    # Test regular user
+    post "/signin", params: { email_address: regular_user.email_address, password: "password" }
+    get "/api/verify", headers: { "X-Forwarded-Host" => "admin.example.com" }
+    assert_response 200
+    assert_equal regular_user.email_address, response.headers["X-Admin-User"]
+
+    # Sign out
+    delete "/session"
+
+    # Test admin user
+    post "/signin", params: { email_address: admin_user.email_address, password: "password" }
+    get "/api/verify", headers: { "X-Forwarded-Host" => "admin.example.com" }
+    assert_response 200
+    assert_equal admin_user.email_address, response.headers["X-Admin-User"]
+    assert_equal "true", response.headers["X-Admin-Flag"]
+  end
+
+  # Security Integration Tests
+  test "session hijacking prevention" do
+    # User A signs in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    user_a_session = cookies[:session_id]
+
+    # User B signs in
+    delete "/session"
+    post "/signin", params: { email_address: @admin_user.email_address, password: "password" }
+    user_b_session = cookies[:session_id]
+
+    # User A's session should still work
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "test.example.com",
+      "Cookie" => "_clinch_session_id=#{user_a_session}"
+    }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+
+    # User B's session should work
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "test.example.com",
+      "Cookie" => "_clinch_session_id=#{user_b_session}"
+    }
+    assert_response 200
+    assert_equal @admin_user.email_address, response.headers["X-Remote-User"]
+  end
+
+  test "concurrent requests with same session" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    session_cookie = cookies[:session_id]
+
+    # Simulate concurrent requests
+    threads = []
+    results = []
+
+    5.times do |i|
+      threads << Thread.new do
+        # Create a new integration test instance for this thread
+        test_instance = self.class.new
+        test_instance.setup_controller_request_and_response
+
+        test_instance.get "/api/verify", headers: {
+          "X-Forwarded-Host" => "app#{i}.example.com",
+          "Cookie" => "_clinch_session_id=#{session_cookie}"
+        }
+
+        results << {
+          thread_id: i,
+          status: test_instance.response.status,
+          user: test_instance.response.headers["X-Remote-User"]
+        }
+      end
+    end
+
+    threads.each(&:join)
+
+    # All requests should succeed
+    results.each do |result|
+      assert_equal 200, result[:status], "Thread #{result[:thread_id]} failed"
+      assert_equal @user.email_address, result[:user], "Thread #{result[:thread_id]} has wrong user"
+    end
+  end
+
+  # Performance Integration Tests
+  test "response times are reasonable" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Test multiple requests
+    start_time = Time.current
+
+    10.times do |i|
+      get "/api/verify", headers: { "X-Forwarded-Host" => "app#{i}.example.com" }
+      assert_response 200
+    end
+
+    end_time = Time.current
+    total_time = end_time - start_time
+    average_time = total_time / 10
+
+    # Each request should take less than 100ms on average
+    assert average_time < 0.1, "Average response time #{average_time}s is too slow"
+  end
+
+  # Error Handling Integration Tests
+  test "graceful handling of malformed headers" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    # Test various malformed header combinations
+    test_cases = [
+      { "X-Forwarded-Host" => nil },
+      { "X-Forwarded-Host" => "" },
+      { "X-Forwarded-Host" => "   " },
+      { "Host" => nil },
+      { "Host" => "" }
+    ]
+
+    test_cases.each_with_index do |headers, i|
+      get "/api/verify", headers: headers
+      assert_response 200, "Failed on test case #{i}: #{headers.inspect}"
+    end
+  end
+end

test/models/forward_auth_rule_test.rb

@@ -124,4 +124,272 @@ class ForwardAuthRuleTest < ActiveSupport::TestCase
 
     assert_not @rule.user_allowed?(user)
   end
+
+  # Header Configuration Tests
+  test "effective_headers should return default headers when no custom config" do
+    @rule.save!
+
+    expected = ForwardAuthRule::DEFAULT_HEADERS
+    assert_equal expected, @rule.effective_headers
+  end
+
+  test "effective_headers should merge custom headers with defaults" do
+    @rule.save!
+    @rule.update!(headers_config: { user: "X-Forwarded-User", email: "X-Forwarded-Email" })
+
+    expected = ForwardAuthRule::DEFAULT_HEADERS.merge(
+      user: "X-Forwarded-User",
+      email: "X-Forwarded-Email"
+    )
+    assert_equal expected, @rule.effective_headers
+  end
+
+  test "headers_for_user should generate correct headers for user with groups" do
+    group = groups(:one)
+    user = users(:one)
+    user.groups << group
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    assert_equal user.email_address, headers["X-Remote-User"]
+    assert_equal user.email_address, headers["X-Remote-Email"]
+    assert_equal user.email_address, headers["X-Remote-Name"]
+    assert_equal group.name, headers["X-Remote-Groups"]
+    assert_equal "true", headers["X-Remote-Admin"]
+  end
+
+  test "headers_for_user should generate correct headers for user without groups" do
+    user = users(:one)
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    assert_equal user.email_address, headers["X-Remote-User"]
+    assert_equal user.email_address, headers["X-Remote-Email"]
+    assert_equal user.email_address, headers["X-Remote-Name"]
+    assert_nil headers["X-Remote-Groups"]  # No groups, no header
+    assert_equal "true", headers["X-Remote-Admin"]
+  end
+
+  test "headers_for_user should work with custom headers" do
+    user = users(:one)
+    @rule.update!(headers_config: {
+      user: "X-Forwarded-User",
+      groups: "X-Custom-Groups"
+    })
+
+    headers = @rule.headers_for_user(user)
+
+    assert_equal user.email_address, headers["X-Forwarded-User"]
+    assert_nil headers["X-Remote-User"]  # Should be overridden
+    assert_equal user.email_address, headers["X-Remote-Email"]  # Default preserved
+    assert_nil headers["X-Custom-Groups"]  # User has no groups
+  end
+
+  test "headers_for_user should return empty hash when all headers disabled" do
+    user = users(:one)
+    @rule.update!(headers_config: {
+      user: "",
+      email: "",
+      name: "",
+      groups: "",
+      admin: ""
+    })
+
+    headers = @rule.headers_for_user(user)
+    assert_empty headers
+  end
+
+  test "headers_disabled? should correctly identify disabled headers" do
+    @rule.save!
+    assert_not @rule.headers_disabled?
+
+    @rule.update!(headers_config: { user: "X-Custom-User" })
+    assert_not @rule.headers_disabled?
+
+    @rule.update!(headers_config: { user: "", email: "", name: "", groups: "", admin: "" })
+    assert @rule.headers_disabled?
+  end
+
+  # Additional Domain Pattern Tests
+  test "matches_domain? should handle complex patterns" do
+    @rule.save!
+
+    # Test multiple wildcards
+    @rule.update!(domain_pattern: "*.*.example.com")
+    assert @rule.matches_domain?("app.dev.example.com")
+    assert @rule.matches_domain?("api.staging.example.com")
+    assert_not @rule.matches_domain?("example.com")
+    assert_not @rule.matches_domain?("app.example.org")
+
+    # Test exact domain with dots
+    @rule.update!(domain_pattern: "api.v2.example.com")
+    assert @rule.matches_domain?("api.v2.example.com")
+    assert_not @rule.matches_domain?("api.v3.example.com")
+    assert_not @rule.matches_domain?("v2.api.example.com")
+  end
+
+  test "matches_domain? should handle case insensitivity" do
+    @rule.update!(domain_pattern: "*.EXAMPLE.COM")
+    @rule.save!
+
+    assert @rule.matches_domain?("app.example.com")
+    assert @rule.matches_domain?("APP.EXAMPLE.COM")
+    assert @rule.matches_domain?("App.Example.Com")
+  end
+
+  test "matches_domain? should handle empty and nil domains" do
+    @rule.save!
+
+    assert_not @rule.matches_domain?("")
+    assert_not @rule.matches_domain?(nil)
+  end
+
+  # Advanced Header Configuration Tests
+  test "headers_for_user should handle partial header configuration" do
+    user = users(:one)
+    user.groups << groups(:one)
+    @rule.update!(headers_config: {
+      user: "X-Custom-User",
+      email: "",  # Disabled
+      groups: "X-Custom-Groups"
+    })
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    # Should include custom user header
+    assert_equal "X-Custom-User", headers.keys.find { |k| k.include?("User") }
+    assert_equal user.email_address, headers["X-Custom-User"]
+
+    # Should include default email header (not overridden)
+    assert_equal "X-Remote-Email", headers.keys.find { |k| k.include?("Email") }
+    assert_equal user.email_address, headers["X-Remote-Email"]
+
+    # Should include custom groups header
+    assert_equal "X-Custom-Groups", headers.keys.find { |k| k.include?("Groups") }
+    assert_equal groups(:one).name, headers["X-Custom-Groups"]
+
+    # Should include default name header (not overridden)
+    assert_equal "X-Remote-Name", headers.keys.find { |k| k.include?("Name") }
+  end
+
+  test "headers_for_user should handle user without groups when groups header configured" do
+    user = users(:one)
+    user.groups.clear  # No groups
+    @rule.update!(headers_config: { groups: "X-Custom-Groups" })
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    # Should not include groups header for user with no groups
+    assert_nil headers["X-Custom-Groups"]
+    assert_nil headers["X-Remote-Groups"]
+  end
+
+  test "headers_for_user should handle non-admin user correctly" do
+    user = users(:one)
+    # Ensure user is not admin
+    user.update!(admin: false)
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    assert_equal "false", headers["X-Remote-Admin"]
+  end
+
+  test "headers_for_user should work with nil headers_config" do
+    user = users(:one)
+    @rule.update!(headers_config: nil)
+    @rule.save!
+
+    headers = @rule.headers_for_user(user)
+
+    # Should use default headers
+    assert_equal "X-Remote-User", headers.keys.find { |k| k.include?("User") }
+    assert_equal user.email_address, headers["X-Remote-User"]
+  end
+
+  test "effective_headers should handle symbol keys in headers_config" do
+    @rule.update!(headers_config: { user: "X-Symbol-User", email: "X-Symbol-Email" })
+    @rule.save!
+
+    effective = @rule.effective_headers
+
+    assert_equal "X-Symbol-User", effective[:user]
+    assert_equal "X-Symbol-Email", effective[:email]
+    assert_equal "X-Remote-Name", effective[:name]  # Default
+  end
+
+  test "effective_headers should handle string keys in headers_config" do
+    @rule.update!(headers_config: { "user" => "X-String-User", "email" => "X-String-Email" })
+    @rule.save!
+
+    effective = @rule.effective_headers
+
+    assert_equal "X-String-User", effective[:user]
+    assert_equal "X-String-Email", effective[:email]
+    assert_equal "X-Remote-Name", effective[:name]  # Default
+  end
+
+  # Policy and Access Control Tests
+  test "policy_for_user should handle user with TOTP enabled" do
+    user = users(:one)
+    user.update!(totp_secret: "test_secret")
+    @rule.allowed_groups << groups(:one)
+    user.groups << groups(:one)
+    @rule.save!
+
+    policy = @rule.policy_for_user(user)
+    assert_equal "two_factor", policy
+  end
+
+  test "policy_for_user should handle user without TOTP" do
+    user = users(:one)
+    user.update!(totp_secret: nil)
+    @rule.allowed_groups << groups(:one)
+    user.groups << groups(:one)
+    @rule.save!
+
+    policy = @rule.policy_for_user(user)
+    assert_equal "one_factor", policy
+  end
+
+  test "policy_for_user should handle user with multiple groups" do
+    user = users(:one)
+    group1 = groups(:one)
+    group2 = groups(:two)
+    @rule.allowed_groups << group1
+    @rule.allowed_groups << group2
+    user.groups << group1
+    @rule.save!
+
+    policy = @rule.policy_for_user(user)
+    assert_equal "one_factor", policy
+  end
+
+  test "user_allowed? should handle user with multiple groups, one allowed" do
+    user = users(:one)
+    allowed_group = groups(:one)
+    other_group = groups(:two)
+    @rule.allowed_groups << allowed_group
+    user.groups << allowed_group
+    user.groups << other_group
+    @rule.save!
+
+    assert @rule.user_allowed?(user)
+  end
+
+  test "user_allowed? should handle user with multiple groups, none allowed" do
+    user = users(:one)
+    group1 = groups(:one)
+    group2 = groups(:two)
+    # Don't add any groups to allowed_groups
+    user.groups << group1
+    user.groups << group2
+    @rule.save!
+
+    assert_not @rule.user_allowed?(user)
+  end
 end

test/simple_role_test.rb

@@ -0,0 +1,96 @@
+#!/usr/bin/env ruby
+
+# Simple test script to verify role mapping functionality
+# Run with: ruby test/simple_role_test.rb
+
+require_relative "../config/environment"
+
+puts "🧪 Testing OIDC Role Mapping functionality..."
+
+begin
+  # Create test user
+  user = User.create!(
+    email_address: "test#{Time.current.to_i}@example.com",
+    password: "password123",
+    admin: false,
+    status: :active
+  )
+  puts "✅ Created test user: #{user.email_address}"
+
+  # Create test application
+  application = Application.create!(
+    name: "Test Role App",
+    slug: "test-role-app-#{Time.current.to_i}",
+    app_type: "oidc",
+    role_mapping_mode: "oidc_managed"
+  )
+  puts "✅ Created test application: #{application.name}"
+
+  # Create role
+  role = application.application_roles.create!(
+    name: "admin",
+    display_name: "Administrator",
+    description: "Full access role"
+  )
+  puts "✅ Created role: #{role.name}"
+
+  # Test role assignment
+  application.assign_role_to_user!(user, "admin", source: 'manual')
+  puts "✅ Assigned role to user"
+
+  # Verify role assignment
+  unless application.user_has_role?(user, "admin")
+    raise "Role should be assigned to user"
+  end
+  puts "✅ Verified role assignment"
+
+  # Test role mapping engine
+  claims = { "roles" => ["admin", "editor"] }
+  RoleMappingEngine.sync_user_roles!(user, application, claims)
+  puts "✅ Synced roles from OIDC claims"
+
+  # Test JWT generation with roles
+  token = OidcJwtService.generate_id_token(user, application)
+  decoded = JWT.decode(token, nil, false).first
+  unless decoded["roles"]&.include?("admin")
+    raise "JWT should contain roles"
+  end
+  puts "✅ JWT includes roles claim"
+
+  # Test custom claim name
+  application.update!(role_claim_name: "user_roles")
+  token = OidcJwtService.generate_id_token(user, application)
+  decoded = JWT.decode(token, nil, false).first
+  unless decoded["user_roles"]&.include?("admin")
+    raise "JWT should use custom claim name"
+  end
+  puts "✅ Custom claim name works"
+
+  # Test role prefix filtering
+  application.update!(role_prefix: "app-")
+  role.update!(name: "app-admin")
+  application.assign_role_to_user!(user, "app-admin", source: 'manual')
+
+  claims = { "roles" => ["app-admin", "external-role"] }
+  RoleMappingEngine.sync_user_roles!(user, application, claims)
+  unless application.user_has_role?(user, "app-admin")
+    raise "Prefixed role should be assigned"
+  end
+  if application.user_has_role?(user, "external-role")
+    raise "Non-prefixed role should be filtered"
+  end
+  puts "✅ Role prefix filtering works"
+
+  # Cleanup
+  user.destroy
+  application.destroy
+  puts "🧹 Cleaned up test data"
+
+  puts "\n🎉 All tests passed! OIDC Role Mapping is working correctly."
+
+rescue => e
+  puts "❌ Test failed: #{e.message}"
+  puts e.backtrace.first(5)
+  exit 1
+end
+

test/system/forward_auth_system_test.rb

@@ -0,0 +1,398 @@
+require "test_helper"
+
+class ForwardAuthSystemTest < ActionDispatch::SystemTestCase
+  driven_by :rack_test
+
+  setup do
+    @user = users(:one)
+    @admin_user = users(:two)
+    @group = groups(:one)
+    @group2 = groups(:two)
+  end
+
+  # End-to-End Authentication Flow Tests
+  test "complete forward auth flow with default headers" do
+    # Create a rule with default headers
+    rule = ForwardAuthRule.create!(domain_pattern: "app.example.com", active: true)
+
+    # Step 1: Unauthenticated request to protected resource
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "app.example.com",
+      "X-Forwarded-Uri" => "/dashboard"
+    }, params: { rd: "https://app.example.com/dashboard" }
+
+    assert_response 302
+    location = response.location
+    assert_match %r{/signin}, location
+    assert_match %r{rd=https://app.example.com/dashboard}, location
+
+    # Step 2: Extract return URL from session
+    assert_equal "https://app.example.com/dashboard", session[:return_to_after_authenticating]
+
+    # Step 3: Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+    assert_response 302
+    assert_redirected_to "https://app.example.com/dashboard"
+
+    # Step 4: Authenticated request to protected resource
+    get "/api/verify", headers: { "X-Forwarded-Host" => "app.example.com" }
+
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+    assert_equal @user.email_address, response.headers["X-Remote-Email"]
+    assert_equal "false", response.headers["X-Remote-Admin"] unless @user.admin?
+  end
+
+  test "multiple domain access with single session" do
+    # Create rules for different applications
+    app_rule = ForwardAuthRule.create!(domain_pattern: "app.example.com", active: true)
+    grafana_rule = ForwardAuthRule.create!(
+      domain_pattern: "grafana.example.com",
+      active: true,
+      headers_config: { user: "X-WEBAUTH-USER", email: "X-WEBAUTH-EMAIL" }
+    )
+    metube_rule = ForwardAuthRule.create!(
+      domain_pattern: "metube.example.com",
+      active: true,
+      headers_config: { user: "", email: "", name: "", groups: "", admin: "" }
+    )
+
+    # Sign in once
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_response 302
+    assert_redirected_to "/"
+
+    # Test access to different applications
+    # App with default headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "app.example.com" }
+    assert_response 200
+    assert_equal "X-Remote-User", response.headers.keys.find { |k| k.include?("User") }
+
+    # Grafana with custom headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "grafana.example.com" }
+    assert_response 200
+    assert_equal "X-WEBAUTH-USER", response.headers.keys.find { |k| k.include?("USER") }
+
+    # Metube with no headers
+    get "/api/verify", headers: { "X-Forwarded-Host" => "metube.example.com" }
+    assert_response 200
+    auth_headers = response.headers.select { |k, v| k.match?(/^(X-|Remote-)/i) }
+    assert_empty auth_headers
+  end
+
+  # Group-Based Access Control System Tests
+  test "group-based access control with multiple groups" do
+    # Create restricted rule
+    restricted_rule = ForwardAuthRule.create!(
+      domain_pattern: "admin.example.com",
+      active: true
+    )
+    restricted_rule.allowed_groups << @group
+    restricted_rule.allowed_groups << @group2
+
+    # Add user to first group only
+    @user.groups << @group
+
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_response 302
+
+    # Should have access (in allowed group)
+    get "/api/verify", headers: { "X-Forwarded-Host" => "admin.example.com" }
+    assert_response 200
+    assert_equal @group.name, response.headers["X-Remote-Groups"]
+
+    # Add user to second group
+    @user.groups << @group2
+
+    # Should show multiple groups
+    get "/api/verify", headers: { "X-Forwarded-Host" => "admin.example.com" }
+    assert_response 200
+    groups_header = response.headers["X-Remote-Groups"]
+    assert_includes groups_header, @group.name
+    assert_includes groups_header, @group2.name
+
+    # Remove user from all groups
+    @user.groups.clear
+
+    # Should be denied
+    get "/api/verify", headers: { "X-Forwarded-Host" => "admin.example.com" }
+    assert_response 403
+  end
+
+  test "bypass mode when no groups assigned to rule" do
+    # Create bypass rule (no groups)
+    bypass_rule = ForwardAuthRule.create!(
+      domain_pattern: "public.example.com",
+      active: true
+    )
+
+    # Create user with no groups
+    @user.groups.clear
+
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_response 302
+
+    # Should have access (bypass mode)
+    get "/api/verify", headers: { "X-Forwarded-Host" => "public.example.com" }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+  end
+
+  # Security System Tests
+  test "session security and isolation" do
+    # User A signs in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    user_a_session = cookies[:session_id]
+
+    # User B signs in
+    delete "/session"
+    post "/signin", params: { email_address: @admin_user.email_address, password: "password" }
+    user_b_session = cookies[:session_id]
+
+    # User A should still be able to access resources
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "test.example.com",
+      "Cookie" => "_clinch_session_id=#{user_a_session}"
+    }
+    assert_response 200
+    assert_equal @user.email_address, response.headers["X-Remote-User"]
+
+    # User B should be able to access resources
+    get "/api/verify", headers: {
+      "X-Forwarded-Host" => "test.example.com",
+      "Cookie" => "_clinch_session_id=#{user_b_session}"
+    }
+    assert_response 200
+    assert_equal @admin_user.email_address, response.headers["X-Remote-User"]
+
+    # Sessions should be independent
+    assert_not_equal user_a_session, user_b_session
+  end
+
+  test "session expiration and cleanup" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    session_id = cookies[:session_id]
+
+    # Should work initially
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 200
+
+    # Manually expire session
+    session = Session.find(session_id)
+    session.update!(created_at: 1.year.ago)
+
+    # Should redirect to login
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 302
+    assert_equal "Session expired", response.headers["X-Auth-Reason"]
+
+    # Session should be cleaned up
+    assert_nil Session.find_by(id: session_id)
+  end
+
+  test "concurrent access with rate limiting considerations" do
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    session_cookie = cookies[:session_id]
+
+    # Simulate multiple concurrent requests from different IPs
+    threads = []
+    results = []
+
+    10.times do |i|
+      threads << Thread.new do
+        start_time = Time.current
+
+        get "/api/verify", headers: {
+          "X-Forwarded-Host" => "app#{i}.example.com",
+          "X-Forwarded-For" => "192.168.1.#{100 + i}",
+          "Cookie" => "_clinch_session_id=#{session_cookie}"
+        }
+
+        end_time = Time.current
+
+        results << {
+          thread_id: i,
+          status: response.status,
+          user: response.headers["X-Remote-User"],
+          duration: end_time - start_time
+        }
+      end
+    end
+
+    threads.each(&:join)
+
+    # All requests should succeed
+    results.each do |result|
+      assert_equal 200, result[:status], "Thread #{result[:thread_id]} failed"
+      assert_equal @user.email_address, result[:user], "Thread #{result[:thread_id]} has wrong user"
+      assert result[:duration] < 1.0, "Thread #{result[:thread_id]} was too slow"
+    end
+  end
+
+  # Complex Scenario System Tests
+  test "complex multi-application scenario" do
+    # Setup multiple applications with different requirements
+    apps = [
+      {
+        domain: "dashboard.example.com",
+        headers_config: { user: "X-DASHBOARD-USER", groups: "X-DASHBOARD-GROUPS" },
+        groups: [@group]
+      },
+      {
+        domain: "api.example.com",
+        headers_config: { user: "X-API-USER", email: "X-API-EMAIL" },
+        groups: []
+      },
+      {
+        domain: "logs.example.com",
+        headers_config: { user: "", email: "", name: "", groups: "", admin: "" },
+        groups: []
+      }
+    ]
+
+    # Create rules for each app
+    rules = apps.map do |app|
+      rule = ForwardAuthRule.create!(
+        domain_pattern: app[:domain],
+        active: true,
+        headers_config: app[:headers_config]
+      )
+      app[:groups].each { |group| rule.allowed_groups << group }
+      rule
+    end
+
+    # Add user to required groups
+    @user.groups << @group
+
+    # Sign in once
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_response 302
+
+    # Test access to each application
+    apps.each do |app|
+      get "/api/verify", headers: { "X-Forwarded-Host" => app[:domain] }
+      assert_response 200, "Failed for #{app[:domain]}"
+
+      # Verify headers are correct
+      if app[:headers_config][:user].present?
+        assert_equal app[:headers_config][:user],
+                     response.headers.keys.find { |k| k.include?("USER") },
+                     "Wrong user header for #{app[:domain]}"
+        assert_equal @user.email_address, response.headers[app[:headers_config][:user]]
+      else
+        # Should have no auth headers
+        auth_headers = response.headers.select { |k, v| k.match?(/^(X-|Remote-)/i) }
+        assert_empty auth_headers, "Should have no headers for #{app[:domain]}"
+      end
+    end
+  end
+
+  test "domain pattern edge cases" do
+    # Test various domain patterns
+    patterns = [
+      { pattern: "*.example.com", domains: ["app.example.com", "api.example.com", "sub.app.example.com"] },
+      { pattern: "api.*.com", domains: ["api.example.com", "api.test.com"] },
+      { pattern: "*.*.example.com", domains: ["app.dev.example.com", "api.staging.example.com"] }
+    ]
+
+    patterns.each do |pattern_config|
+      rule = ForwardAuthRule.create!(
+        domain_pattern: pattern_config[:pattern],
+        active: true
+      )
+
+      # Sign in
+      post "/signin", params: { email_address: @user.email_address, password: "password" }
+
+      # Test each domain
+      pattern_config[:domains].each do |domain|
+        get "/api/verify", headers: { "X-Forwarded-Host" => domain }
+        assert_response 200, "Failed for pattern #{pattern_config[:pattern]} with domain #{domain}"
+        assert_equal @user.email_address, response.headers["X-Remote-User"]
+      end
+
+      # Clean up for next test
+      delete "/session"
+    end
+  end
+
+  # Performance System Tests
+  test "system performance under load" do
+    # Create test rule
+    rule = ForwardAuthRule.create!(domain_pattern: "loadtest.example.com", active: true)
+
+    # Sign in
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    session_cookie = cookies[:session_id]
+
+    # Performance test
+    start_time = Time.current
+    request_count = 50
+    results = []
+
+    request_count.times do |i|
+      request_start = Time.current
+
+      get "/api/verify", headers: {
+        "X-Forwarded-Host" => "app#{i}.loadtest.example.com",
+        "Cookie" => "_clinch_session_id=#{session_cookie}"
+      }
+
+      request_end = Time.current
+
+      results << {
+        request_id: i,
+        status: response.status,
+        duration: request_end - request_start
+      }
+    end
+
+    total_time = Time.current - start_time
+    average_duration = results.map { |r| r[:duration] }.sum / request_count
+
+    # Performance assertions
+    assert total_time < 5.0, "Total time #{total_time}s is too slow"
+    assert average_duration < 0.1, "Average request time #{average_duration}s is too slow"
+    assert results.all? { |r| r[:status] == 200 }, "Some requests failed"
+
+    # Calculate requests per second
+    rps = request_count / total_time
+    assert rps > 10, "Requests per second #{rps} is too low"
+  end
+
+  # Error Recovery System Tests
+  test "graceful degradation with database issues" do
+    # Sign in first
+    post "/signin", params: { email_address: @user.email_address, password: "password" }
+    assert_response 302
+
+    # Simulate database connection issue by mocking
+    original_method = Session.method(:find_by)
+
+    # Mock database failure
+    Session.define_singleton_method(:find_by) do |id|
+      raise ActiveRecord::ConnectionNotEstablished, "Database connection lost"
+    end
+
+    begin
+      # Request should handle the error gracefully
+      get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+
+      # Should return 302 (redirect to login) rather than 500 error
+      assert_response 302, "Should gracefully handle database issues"
+      assert_equal "Invalid session", response.headers["X-Auth-Reason"]
+    ensure
+      # Restore original method
+      Session.define_singleton_method(:find_by, original_method)
+    end
+
+    # Normal operation should still work
+    get "/api/verify", headers: { "X-Forwarded-Host" => "test.example.com" }
+    assert_response 200
+  end
+end