diff --git a/config/openconext/parameters.yaml.dist b/config/openconext/parameters.yaml.dist
index 80e724d5..a508e874 100644
--- a/config/openconext/parameters.yaml.dist
+++ b/config/openconext/parameters.yaml.dist
@@ -4,7 +4,7 @@ parameters:
     app_secret: SeTW1ThY0uR0WnS3cR37
     application_name: OpenConext Middleware
     # IP addresses of any HTTP proxies that are sitting in front of the application
-    # See: http://symfony.com/doc/current/request/load_balancer_reverse_proxy.html
+    # See: https://symfony.com/doc/current/deployment/proxies.html
     trusted_proxies:   ~
 
     database_driver:   pdo_mysql
diff --git a/config/packages/framework.yaml b/config/packages/framework.yaml
index 3fa121f0..ca23e49f 100644
--- a/config/packages/framework.yaml
+++ b/config/packages/framework.yaml
@@ -1,5 +1,6 @@
 framework:
     secret: '"%secret%"'
+    trusted_proxies: '%trusted_proxies%'
     #csrf_protection: true
     #http_method_override: true
 
diff --git a/src/Surfnet/StepupMiddleware/ApiBundle/Logger/SecurityContextProcessor.php b/src/Surfnet/StepupMiddleware/ApiBundle/Logger/SecurityContextProcessor.php
new file mode 100644
index 00000000..2955be98
--- /dev/null
+++ b/src/Surfnet/StepupMiddleware/ApiBundle/Logger/SecurityContextProcessor.php
@@ -0,0 +1,65 @@
+<?php
+
+declare(strict_types=1);
+
+/**
+ * Copyright 2026 SURFnet B.V.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+namespace Surfnet\StepupMiddleware\ApiBundle\Logger;
+
+use Monolog\LogRecord;
+use Monolog\Processor\ProcessorInterface;
+use Symfony\Bundle\SecurityBundle\Security;
+use Symfony\Component\DependencyInjection\Attribute\AutoconfigureTag;
+use Symfony\Component\HttpFoundation\RequestStack;
+
+#[AutoconfigureTag('monolog.processor', ['channel' => 'request'])]
+class SecurityContextProcessor implements ProcessorInterface
+{
+    public function __construct(
+        private readonly RequestStack $requestStack,
+        private readonly Security $security,
+    ) {
+    }
+
+    public function __invoke(LogRecord $record): LogRecord
+    {
+        $extra = $record->extra;
+
+        $request = $this->requestStack->getCurrentRequest();
+        if ($request !== null) {
+            $extra['http_method'] = $request->getMethod();
+            $extra['path'] = $request->getPathInfo();
+
+            $route = $request->attributes->get('_route');
+            if (is_string($route) && $route !== '') {
+                $extra['route'] = $route;
+            }
+
+            $clientIp = $request->getClientIp();
+            if ($clientIp !== null && $clientIp !== '') {
+                $extra['client_ip'] = $clientIp;
+            }
+        }
+
+        $user = $this->security->getUser();
+        if ($user !== null) {
+            $extra['user'] = $user->getUserIdentifier();
+        }
+
+        return $record->with(extra: $extra);
+    }
+}
diff --git a/src/Surfnet/StepupMiddleware/ApiBundle/Tests/Logger/SecurityContextProcessorTest.php b/src/Surfnet/StepupMiddleware/ApiBundle/Tests/Logger/SecurityContextProcessorTest.php
new file mode 100644
index 00000000..6809bcaa
--- /dev/null
+++ b/src/Surfnet/StepupMiddleware/ApiBundle/Tests/Logger/SecurityContextProcessorTest.php
@@ -0,0 +1,179 @@
+<?php
+
+declare(strict_types=1);
+
+/**
+ * Copyright 2026 SURFnet B.V.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+namespace Surfnet\StepupMiddleware\ApiBundle\Tests\Logger;
+
+use DateTimeImmutable;
+use Mockery as m;
+use Mockery\Adapter\Phpunit\MockeryPHPUnitIntegration;
+use Monolog\Level;
+use Monolog\LogRecord;
+use PHPUnit\Framework\Attributes\Test;
+use PHPUnit\Framework\TestCase;
+use Surfnet\StepupMiddleware\ApiBundle\Logger\SecurityContextProcessor;
+use Symfony\Bundle\SecurityBundle\Security;
+use Symfony\Component\HttpFoundation\Request;
+use Symfony\Component\HttpFoundation\RequestStack;
+use Symfony\Component\Security\Core\User\UserInterface;
+
+final class SecurityContextProcessorTest extends TestCase
+{
+    use MockeryPHPUnitIntegration;
+
+    #[Test]
+    public function it_enriches_log_record_with_request_and_user_data(): void
+    {
+        $requestStack = m::mock(RequestStack::class);
+        $security = m::mock(Security::class);
+
+        $request = Request::create(
+            uri: '/api/identity/resolve',
+            method: 'GET',
+            server: ['REMOTE_ADDR' => '192.168.1.100']
+        );
+        $request->attributes->set('_route', 'api_identity_resolve');
+
+        $user = m::mock(UserInterface::class);
+        $user->shouldReceive('getUserIdentifier')->andReturn('user-12345');
+
+        $requestStack->shouldReceive('getCurrentRequest')->andReturn($request);
+        $security->shouldReceive('getUser')->andReturn($user);
+
+        $processor = new SecurityContextProcessor($requestStack, $security);
+
+        $record = new LogRecord(
+            datetime: new DateTimeImmutable(),
+            channel: 'security',
+            level: Level::Debug,
+            message: 'Authenticator set no success response: request continues.',
+            context: ['authenticator' => 'CustomAuthenticator'],
+            extra: ['existing' => 'value']
+        );
+
+        $processed = $processor($record);
+
+        $this->assertSame('value', $processed->extra['existing']);
+        $this->assertSame('GET', $processed->extra['http_method']);
+        $this->assertSame('/api/identity/resolve', $processed->extra['path']);
+        $this->assertSame('api_identity_resolve', $processed->extra['route']);
+        $this->assertSame('192.168.1.100', $processed->extra['client_ip']);
+        $this->assertSame('user-12345', $processed->extra['user']);
+    }
+
+    #[Test]
+    public function it_enriches_log_record_when_request_is_present_without_user(): void
+    {
+        $requestStack = m::mock(RequestStack::class);
+        $security = m::mock(Security::class);
+
+        $request = Request::create(
+            uri: '/api/identity/resolve',
+            method: 'GET',
+            server: ['REMOTE_ADDR' => '192.168.1.100']
+        );
+        $request->attributes->set('_route', 'api_identity_resolve');
+
+        $requestStack->shouldReceive('getCurrentRequest')->andReturn($request);
+        $security->shouldReceive('getUser')->andReturnNull();
+
+        $processor = new SecurityContextProcessor($requestStack, $security);
+
+        $record = new LogRecord(
+            datetime: new DateTimeImmutable(),
+            channel: 'request',
+            level: Level::Info,
+            message: 'Unauthenticated request received',
+            context: [],
+            extra: ['existing' => 'value']
+        );
+
+        $processed = $processor($record);
+
+        $this->assertSame('value', $processed->extra['existing']);
+        $this->assertSame('GET', $processed->extra['http_method']);
+        $this->assertSame('/api/identity/resolve', $processed->extra['path']);
+        $this->assertSame('api_identity_resolve', $processed->extra['route']);
+        $this->assertSame('192.168.1.100', $processed->extra['client_ip']);
+        $this->assertArrayNotHasKey('user', $processed->extra);
+    }
+
+    #[Test]
+    public function it_omits_route_when_route_attribute_is_missing(): void
+    {
+        $requestStack = m::mock(RequestStack::class);
+        $security = m::mock(Security::class);
+
+        $request = Request::create(
+            uri: '/api/identity/resolve',
+            method: 'POST',
+            server: ['REMOTE_ADDR' => '192.168.1.100']
+        );
+
+        $user = m::mock(UserInterface::class);
+        $user->shouldReceive('getUserIdentifier')->andReturn('user-12345');
+
+        $requestStack->shouldReceive('getCurrentRequest')->andReturn($request);
+        $security->shouldReceive('getUser')->andReturn($user);
+
+        $processor = new SecurityContextProcessor($requestStack, $security);
+
+        $record = new LogRecord(
+            datetime: new DateTimeImmutable(),
+            channel: 'request',
+            level: Level::Info,
+            message: 'Request with unmatched route',
+            context: [],
+            extra: []
+        );
+
+        $processed = $processor($record);
+
+        $this->assertSame('POST', $processed->extra['http_method']);
+        $this->assertSame('/api/identity/resolve', $processed->extra['path']);
+        $this->assertSame('192.168.1.100', $processed->extra['client_ip']);
+        $this->assertSame('user-12345', $processed->extra['user']);
+        $this->assertArrayNotHasKey('route', $processed->extra);
+    }
+
+    #[Test]
+    public function it_handles_missing_request_and_missing_user(): void
+    {
+        $requestStack = m::mock(RequestStack::class);
+        $security = m::mock(Security::class);
+
+        $requestStack->shouldReceive('getCurrentRequest')->andReturnNull();
+        $security->shouldReceive('getUser')->andReturnNull();
+
+        $processor = new SecurityContextProcessor($requestStack, $security);
+
+        $record = new LogRecord(
+            datetime: new DateTimeImmutable(),
+            channel: 'app',
+            level: Level::Info,
+            message: 'CLI task executed',
+            context: [],
+            extra: []
+        );
+
+        $processed = $processor($record);
+
+        $this->assertSame([], $processed->extra);
+    }
+}