diff --git a/app/Core/Bootstrap/LoadConfig.php b/app/Core/Bootstrap/LoadConfig.php
index d7783642e..3013251fb 100644
--- a/app/Core/Bootstrap/LoadConfig.php
+++ b/app/Core/Bootstrap/LoadConfig.php
@@ -69,11 +69,20 @@ public function bootstrap(Application $app)
                 //Additional adjustments
                 $finalConfig->set('APP_DEBUG', $finalConfig->get('debug') ? true : false);
 
+                if (preg_match('/.+\/$/', $finalConfig->get('appUrl'))) {
+                    $url = rtrim($finalConfig->get('appUrl'), '/');
+                    $finalConfig->set('appUrl', $url);
+                    $finalConfig->set('app.url', $url);
+                }
+
+                $this->setBaseConstants($finalConfig->get('appUrl'), $app);
+
                 if ($finalConfig->get('app.url') == '') {
                     $url = defined('BASE_URL') ? BASE_URL : 'http://localhost';
                     $finalConfig->set('app.url', $url);
                 }
 
+                //Handle trailing slashes
                 return $finalConfig;
             });
         }
@@ -93,6 +102,39 @@ public function bootstrap(Application $app)
 
     }
 
+    /**
+     * Sets the URL constants for the application.
+     *
+     * If the BASE_URL constant is not defined, it will be set based on the value of $appUrl parameter.
+     * If $appUrl is empty or not provided, it will be set using the getSchemeAndHttpHost method of the class.
+     *
+     * The APP_URL environment variable will be set to the value of $appUrl.
+     *
+     * If the CURRENT_URL constant is not defined, it will be set by appending the getRequestUri method result to the BASE_URL.
+     *
+     * @param  string  $appUrl  The URL to be used as BASE_URL and APP_URL. Defaults to an empty string.
+     * @return void
+     */
+    public function setBaseConstants($appUrl, $app)
+    {
+
+        if (! defined('BASE_URL')) {
+            if (isset($appUrl) && ! empty($appUrl)) {
+                define('BASE_URL', $appUrl);
+
+            } else {
+                define('BASE_URL', ! empty($app['request']) ? $app['request']->getSchemeAndHttpHost() : 'http://localhost');
+            }
+        }
+
+        putenv('APP_URL='.$appUrl);
+
+        if (! defined('CURRENT_URL')) {
+            define('CURRENT_URL', ! empty($app['request']) ? BASE_URL.$app['request']->getRequestUri() : 'http://localhost');
+        }
+
+    }
+
     /**
      * Load the configuration files.
      *
diff --git a/app/Core/Configuration/laravelConfig.php b/app/Core/Configuration/laravelConfig.php
index 73348271d..0e8a6cd78 100644
--- a/app/Core/Configuration/laravelConfig.php
+++ b/app/Core/Configuration/laravelConfig.php
@@ -93,8 +93,7 @@
         'channels' => [
             'stack' => [
                 'driver' => 'stack',
-                // Add the Sentry log channel to the stack
-                'channels' => ['single', 'sentry'],
+                'channels' => ['single'],
             ],
             'single' => [
                 'driver' => 'daily',
@@ -114,11 +113,6 @@
                 'level' => 'critical',
                 'replace_placeholders' => true,
             ],
-            'sentry' => [
-                'driver' => 'sentry',
-                'level' => 'error',
-                'bubble' => true,
-            ],
         ],
         'default' => 'stack',
     ],
diff --git a/app/Core/Http/IncomingRequest.php b/app/Core/Http/IncomingRequest.php
index 84b2cfb73..3d014c06a 100644
--- a/app/Core/Http/IncomingRequest.php
+++ b/app/Core/Http/IncomingRequest.php
@@ -3,7 +3,6 @@
 namespace Leantime\Core\Http;
 
 use Illuminate\Contracts\Container\BindingResolutionException;
-use Leantime\Core\Configuration\Environment;
 use Leantime\Core\Console\CliRequest;
 use Symfony\Component\HttpFoundation\Request;
 
@@ -74,44 +73,12 @@ public static function capture()
             default => parent::createFromGlobals(),
         };
 
-        $request->setUrlConstants();
+        //$request->setUrlConstants();
 
         return $request;
 
     }
 
-    /**
-     * Sets the URL constants for the application.
-     *
-     * If the BASE_URL constant is not defined, it will be set based on the value of $appUrl parameter.
-     * If $appUrl is empty or not provided, it will be set using the getSchemeAndHttpHost method of the class.
-     *
-     * The APP_URL environment variable will be set to the value of $appUrl.
-     *
-     * If the CURRENT_URL constant is not defined, it will be set by appending the getRequestUri method result to the BASE_URL.
-     *
-     * @param  string  $appUrl  The URL to be used as BASE_URL and APP_URL. Defaults to an empty string.
-     * @return void
-     */
-    public function setUrlConstants($appUrl = '')
-    {
-
-        if (! defined('BASE_URL')) {
-            if (isset($appUrl) && ! empty($appUrl)) {
-                define('BASE_URL', $appUrl);
-
-            } else {
-                define('BASE_URL', parent::getSchemeAndHttpHost());
-            }
-        }
-
-        putenv('APP_URL='.$appUrl);
-
-        if (! defined('CURRENT_URL')) {
-            define('CURRENT_URL', BASE_URL.$this->getRequestUri());
-        }
-    }
-
     /**
      * Gets the full URL including request uri and protocol
      */
diff --git a/tests/Unit/app/Core/ApplicationUrlTest.php b/tests/Unit/app/Core/ApplicationUrlTest.php
new file mode 100644
index 000000000..7b46da66c
--- /dev/null
+++ b/tests/Unit/app/Core/ApplicationUrlTest.php
@@ -0,0 +1,111 @@
+<?php
+
+namespace Tests\Unit\App\Core;
+
+use Leantime\Core\Application;
+use Leantime\Core\Bootstrap\LoadConfig;
+use Leantime\Core\Bootstrap\SetRequestForConsole;
+use Leantime\Core\Configuration\Environment;
+
+class ApplicationUrlTest extends \Unit\TestCase
+{
+    protected $app;
+
+    protected $config;
+
+    protected function setUp(): void
+    {
+
+        parent::setUp();
+
+        $this->bootstrapApplication();
+
+    }
+
+    protected function bootstrapApplication()
+    {
+
+        $this->app = new Application(APP_ROOT);
+        $this->app->boot();
+
+        $this->app->bootstrapWith([LoadConfig::class, SetRequestForConsole::class]);
+
+        $this->config = $this->app['config'];
+    }
+
+    public function testBaseUrlIsSetCorrectlyFromConfig(): void
+    {
+        // Test default behavior (no LEAN_APP_URL set)
+        $this->assertEquals('http://localhost', BASE_URL);
+        $this->assertEquals('http://localhost', $this->config->get('app.url'));
+
+        // Test with LEAN_APP_URL set
+        //putenv('LEAN_APP_URL=https://example.com');
+        $_ENV['LEAN_APP_URL'] = 'https://example.com';
+
+        // Reinitialize application to test new environment
+        $this->bootstrapApplication();
+
+        //dd($this->config);
+
+        $this->assertEquals('https://example.com', $this->config->get('app.url'));
+        $this->assertEquals('https://example.com', $this->config->get('appUrl'));
+    }
+
+    public function testBaseUrlHandlesTrailingSlash(): void
+    {
+
+        $_ENV['LEAN_APP_URL'] = 'https://example.com/';
+
+        $this->bootstrapApplication();
+
+        $this->assertEquals('https://example.com', $this->config->get('app.url'));
+        $this->assertEquals('https://example.com', $this->config->get('appUrl'));
+    }
+
+    public function testBaseUrlHandlesSubdirectory(): void
+    {
+
+        $_ENV['LEAN_APP_URL'] = 'https://example.com/leantime';
+
+        $this->bootstrapApplication();
+
+        $this->assertEquals('https://example.com/leantime', $this->config->get('app.url'));
+        $this->assertEquals('https://example.com/leantime', $this->config->get('appUrl'));
+    }
+
+    public function testBaseUrlHandlesPort(): void
+    {
+
+        $_ENV['LEAN_APP_URL'] = 'https://example.com:8443';
+
+        $this->bootstrapApplication();
+
+        $this->assertEquals('https://example.com:8443', $this->config->get('app.url'));
+        $this->assertEquals('https://example.com:8443', $this->config->get('appUrl'));
+    }
+
+    public function testBaseUrlHandlesReverseProxy(): void
+    {
+        // Simulate reverse proxy headers
+        $_SERVER['HTTP_X_FORWARDED_PROTO'] = 'https';
+        $_SERVER['HTTP_X_FORWARDED_HOST'] = 'example.com';
+
+        $_ENV['LEAN_APP_URL'] = 'https://example.com';
+
+        $this->bootstrapApplication();
+
+        $this->assertEquals('https://example.com', $this->config->get('app.url'));
+        $this->assertEquals('https://example.com', $this->config->get('appUrl'));
+    }
+
+    protected function tearDown(): void
+    {
+        parent::tearDown();
+
+        // Clean up environment
+        putenv('LEAN_APP_URL');
+        unset($_SERVER['HTTP_X_FORWARDED_PROTO']);
+        unset($_SERVER['HTTP_X_FORWARDED_HOST']);
+    }
+}