diff --git a/app/Models/Device.php b/app/Models/Device.php
index 2eeb25b..3583f48 100644
--- a/app/Models/Device.php
+++ b/app/Models/Device.php
@@ -20,6 +20,14 @@ class Device extends Model
 
     protected $guarded = ['id'];
 
+    /**
+     * Set the MAC address attribute, normalizing to uppercase.
+     */
+    public function setMacAddressAttribute(?string $value): void
+    {
+        $this->attributes['mac_address'] = $value ? mb_strtoupper($value) : null;
+    }
+
     protected $casts = [
         'battery_notification_sent' => 'boolean',
         'proxy_cloud' => 'boolean',
diff --git a/app/Models/Playlist.php b/app/Models/Playlist.php
index 7b55a73..b4daf5e 100644
--- a/app/Models/Playlist.php
+++ b/app/Models/Playlist.php
@@ -37,21 +37,32 @@ class Playlist extends Model
             return false;
         }
 
-        // Check weekday
-        if ($this->weekdays !== null && ! in_array(now()->dayOfWeek, $this->weekdays)) {
+        // Get user's timezone or fall back to app timezone
+        $timezone = $this->device->user->timezone ?? config('app.timezone');
+        $now = now($timezone);
+
+        // Check weekday (using timezone-aware time)
+        if ($this->weekdays !== null && ! in_array($now->dayOfWeek, $this->weekdays)) {
             return false;
         }
 
         if ($this->active_from !== null && $this->active_until !== null) {
-            $now = now();
+            // Create timezone-aware datetime objects for active_from and active_until
+            $activeFrom = $now->copy()
+                ->setTimeFrom($this->active_from)
+                ->timezone($timezone);
+
+            $activeUntil = $now->copy()
+                ->setTimeFrom($this->active_until)
+                ->timezone($timezone);
 
             // Handle time ranges that span across midnight
-            if ($this->active_from > $this->active_until) {
+            if ($activeFrom > $activeUntil) {
                 // Time range spans midnight (e.g., 09:01 to 03:58)
-                if ($now >= $this->active_from || $now <= $this->active_until) {
+                if ($now >= $activeFrom || $now <= $activeUntil) {
                     return true;
                 }
-            } elseif ($now >= $this->active_from && $now <= $this->active_until) {
+            } elseif ($now >= $activeFrom && $now <= $activeUntil) {
                 return true;
             }
 
diff --git a/app/Models/Plugin.php b/app/Models/Plugin.php
index 2915247..9132d6c 100644
--- a/app/Models/Plugin.php
+++ b/app/Models/Plugin.php
@@ -55,6 +55,13 @@ class Plugin extends Model
                 $model->uuid = Str::uuid();
             }
         });
+
+        static::updating(function ($model): void {
+            // Reset image cache when markup changes
+            if ($model->isDirty('render_markup')) {
+                $model->current_image = null;
+            }
+        });
     }
 
     public function user()
diff --git a/app/Services/Plugin/Parsers/IcalResponseParser.php b/app/Services/Plugin/Parsers/IcalResponseParser.php
index f87e71c..c8f2b58 100644
--- a/app/Services/Plugin/Parsers/IcalResponseParser.php
+++ b/app/Services/Plugin/Parsers/IcalResponseParser.php
@@ -34,7 +34,7 @@ class IcalResponseParser implements ResponseParser
             $filteredEvents = array_values(array_filter($events, function (array $event) use ($windowStart, $windowEnd): bool {
                 $startDate = $this->asCarbon($event['DTSTART'] ?? null);
 
-                if (!$startDate instanceof \Carbon\Carbon) {
+                if (! $startDate instanceof Carbon) {
                     return false;
                 }
 
diff --git a/composer.lock b/composer.lock
index a2e83af..1b578bf 100644
--- a/composer.lock
+++ b/composer.lock
@@ -62,16 +62,16 @@
         },
         {
             "name": "aws/aws-sdk-php",
-            "version": "3.369.1",
+            "version": "3.369.4",
             "source": {
                 "type": "git",
                 "url": "https://github.com/aws/aws-sdk-php.git",
-                "reference": "b2d04cf1184a96839a8ab62ec6e3cf2d62a278e3"
+                "reference": "2aa1ef195e90140d733382e4341732ce113024f5"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/aws/aws-sdk-php/zipball/b2d04cf1184a96839a8ab62ec6e3cf2d62a278e3",
-                "reference": "b2d04cf1184a96839a8ab62ec6e3cf2d62a278e3",
+                "url": "https://api.github.com/repos/aws/aws-sdk-php/zipball/2aa1ef195e90140d733382e4341732ce113024f5",
+                "reference": "2aa1ef195e90140d733382e4341732ce113024f5",
                 "shasum": ""
             },
             "require": {
@@ -85,7 +85,7 @@
                 "mtdowling/jmespath.php": "^2.8.0",
                 "php": ">=8.1",
                 "psr/http-message": "^1.0 || ^2.0",
-                "symfony/filesystem": "^v6.4.3 || ^v7.1.0 || ^v8.0.0"
+                "symfony/filesystem": "^v5.4.45 || ^v6.4.3 || ^v7.1.0 || ^v8.0.0"
             },
             "require-dev": {
                 "andrewsville/php-token-reflection": "^1.4",
@@ -153,9 +153,9 @@
             "support": {
                 "forum": "https://github.com/aws/aws-sdk-php/discussions",
                 "issues": "https://github.com/aws/aws-sdk-php/issues",
-                "source": "https://github.com/aws/aws-sdk-php/tree/3.369.1"
+                "source": "https://github.com/aws/aws-sdk-php/tree/3.369.4"
             },
-            "time": "2025-12-22T19:13:21+00:00"
+            "time": "2025-12-29T19:07:47+00:00"
         },
         {
             "name": "bnussbau/laravel-trmnl-blade",
@@ -950,24 +950,24 @@
         },
         {
             "name": "graham-campbell/result-type",
-            "version": "v1.1.3",
+            "version": "v1.1.4",
             "source": {
                 "type": "git",
                 "url": "https://github.com/GrahamCampbell/Result-Type.git",
-                "reference": "3ba905c11371512af9d9bdd27d99b782216b6945"
+                "reference": "e01f4a821471308ba86aa202fed6698b6b695e3b"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/GrahamCampbell/Result-Type/zipball/3ba905c11371512af9d9bdd27d99b782216b6945",
-                "reference": "3ba905c11371512af9d9bdd27d99b782216b6945",
+                "url": "https://api.github.com/repos/GrahamCampbell/Result-Type/zipball/e01f4a821471308ba86aa202fed6698b6b695e3b",
+                "reference": "e01f4a821471308ba86aa202fed6698b6b695e3b",
                 "shasum": ""
             },
             "require": {
                 "php": "^7.2.5 || ^8.0",
-                "phpoption/phpoption": "^1.9.3"
+                "phpoption/phpoption": "^1.9.5"
             },
             "require-dev": {
-                "phpunit/phpunit": "^8.5.39 || ^9.6.20 || ^10.5.28"
+                "phpunit/phpunit": "^8.5.41 || ^9.6.22 || ^10.5.45 || ^11.5.7"
             },
             "type": "library",
             "autoload": {
@@ -996,7 +996,7 @@
             ],
             "support": {
                 "issues": "https://github.com/GrahamCampbell/Result-Type/issues",
-                "source": "https://github.com/GrahamCampbell/Result-Type/tree/v1.1.3"
+                "source": "https://github.com/GrahamCampbell/Result-Type/tree/v1.1.4"
             },
             "funding": [
                 {
@@ -1008,7 +1008,7 @@
                     "type": "tidelift"
                 }
             ],
-            "time": "2024-07-20T21:45:45+00:00"
+            "time": "2025-12-27T19:43:20+00:00"
         },
         {
             "name": "guzzlehttp/guzzle",
@@ -1617,16 +1617,16 @@
         },
         {
             "name": "laravel/framework",
-            "version": "v12.43.1",
+            "version": "v12.44.0",
             "source": {
                 "type": "git",
                 "url": "https://github.com/laravel/framework.git",
-                "reference": "195b893593a9298edee177c0844132ebaa02102f"
+                "reference": "592bbf1c036042958332eb98e3e8131b29102f33"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/laravel/framework/zipball/195b893593a9298edee177c0844132ebaa02102f",
-                "reference": "195b893593a9298edee177c0844132ebaa02102f",
+                "url": "https://api.github.com/repos/laravel/framework/zipball/592bbf1c036042958332eb98e3e8131b29102f33",
+                "reference": "592bbf1c036042958332eb98e3e8131b29102f33",
                 "shasum": ""
             },
             "require": {
@@ -1835,7 +1835,7 @@
                 "issues": "https://github.com/laravel/framework/issues",
                 "source": "https://github.com/laravel/framework"
             },
-            "time": "2025-12-16T18:53:08+00:00"
+            "time": "2025-12-23T15:29:43+00:00"
         },
         {
             "name": "laravel/prompts",
@@ -3885,16 +3885,16 @@
         },
         {
             "name": "phpoption/phpoption",
-            "version": "1.9.4",
+            "version": "1.9.5",
             "source": {
                 "type": "git",
                 "url": "https://github.com/schmittjoh/php-option.git",
-                "reference": "638a154f8d4ee6a5cfa96d6a34dfbe0cffa9566d"
+                "reference": "75365b91986c2405cf5e1e012c5595cd487a98be"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/schmittjoh/php-option/zipball/638a154f8d4ee6a5cfa96d6a34dfbe0cffa9566d",
-                "reference": "638a154f8d4ee6a5cfa96d6a34dfbe0cffa9566d",
+                "url": "https://api.github.com/repos/schmittjoh/php-option/zipball/75365b91986c2405cf5e1e012c5595cd487a98be",
+                "reference": "75365b91986c2405cf5e1e012c5595cd487a98be",
                 "shasum": ""
             },
             "require": {
@@ -3944,7 +3944,7 @@
             ],
             "support": {
                 "issues": "https://github.com/schmittjoh/php-option/issues",
-                "source": "https://github.com/schmittjoh/php-option/tree/1.9.4"
+                "source": "https://github.com/schmittjoh/php-option/tree/1.9.5"
             },
             "funding": [
                 {
@@ -3956,7 +3956,7 @@
                     "type": "tidelift"
                 }
             ],
-            "time": "2025-08-21T11:53:16+00:00"
+            "time": "2025-12-27T19:41:33+00:00"
         },
         {
             "name": "phpseclib/phpseclib",
@@ -7723,26 +7723,26 @@
         },
         {
             "name": "vlucas/phpdotenv",
-            "version": "v5.6.2",
+            "version": "v5.6.3",
             "source": {
                 "type": "git",
                 "url": "https://github.com/vlucas/phpdotenv.git",
-                "reference": "24ac4c74f91ee2c193fa1aaa5c249cb0822809af"
+                "reference": "955e7815d677a3eaa7075231212f2110983adecc"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/vlucas/phpdotenv/zipball/24ac4c74f91ee2c193fa1aaa5c249cb0822809af",
-                "reference": "24ac4c74f91ee2c193fa1aaa5c249cb0822809af",
+                "url": "https://api.github.com/repos/vlucas/phpdotenv/zipball/955e7815d677a3eaa7075231212f2110983adecc",
+                "reference": "955e7815d677a3eaa7075231212f2110983adecc",
                 "shasum": ""
             },
             "require": {
                 "ext-pcre": "*",
-                "graham-campbell/result-type": "^1.1.3",
+                "graham-campbell/result-type": "^1.1.4",
                 "php": "^7.2.5 || ^8.0",
-                "phpoption/phpoption": "^1.9.3",
-                "symfony/polyfill-ctype": "^1.24",
-                "symfony/polyfill-mbstring": "^1.24",
-                "symfony/polyfill-php80": "^1.24"
+                "phpoption/phpoption": "^1.9.5",
+                "symfony/polyfill-ctype": "^1.26",
+                "symfony/polyfill-mbstring": "^1.26",
+                "symfony/polyfill-php80": "^1.26"
             },
             "require-dev": {
                 "bamarni/composer-bin-plugin": "^1.8.2",
@@ -7791,7 +7791,7 @@
             ],
             "support": {
                 "issues": "https://github.com/vlucas/phpdotenv/issues",
-                "source": "https://github.com/vlucas/phpdotenv/tree/v5.6.2"
+                "source": "https://github.com/vlucas/phpdotenv/tree/v5.6.3"
             },
             "funding": [
                 {
@@ -7803,7 +7803,7 @@
                     "type": "tidelift"
                 }
             ],
-            "time": "2025-04-30T23:37:27+00:00"
+            "time": "2025-12-27T19:49:13+00:00"
         },
         {
             "name": "voku/portable-ascii",
@@ -10122,16 +10122,16 @@
         },
         {
             "name": "phpunit/php-code-coverage",
-            "version": "12.5.1",
+            "version": "12.5.2",
             "source": {
                 "type": "git",
                 "url": "https://github.com/sebastianbergmann/php-code-coverage.git",
-                "reference": "c467c59a4f6e04b942be422844e7a6352fa01b57"
+                "reference": "4a9739b51cbcb355f6e95659612f92e282a7077b"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/sebastianbergmann/php-code-coverage/zipball/c467c59a4f6e04b942be422844e7a6352fa01b57",
-                "reference": "c467c59a4f6e04b942be422844e7a6352fa01b57",
+                "url": "https://api.github.com/repos/sebastianbergmann/php-code-coverage/zipball/4a9739b51cbcb355f6e95659612f92e282a7077b",
+                "reference": "4a9739b51cbcb355f6e95659612f92e282a7077b",
                 "shasum": ""
             },
             "require": {
@@ -10146,7 +10146,7 @@
                 "sebastian/environment": "^8.0.3",
                 "sebastian/lines-of-code": "^4.0",
                 "sebastian/version": "^6.0",
-                "theseer/tokenizer": "^2.0"
+                "theseer/tokenizer": "^2.0.1"
             },
             "require-dev": {
                 "phpunit/phpunit": "^12.5.1"
@@ -10187,7 +10187,7 @@
             "support": {
                 "issues": "https://github.com/sebastianbergmann/php-code-coverage/issues",
                 "security": "https://github.com/sebastianbergmann/php-code-coverage/security/policy",
-                "source": "https://github.com/sebastianbergmann/php-code-coverage/tree/12.5.1"
+                "source": "https://github.com/sebastianbergmann/php-code-coverage/tree/12.5.2"
             },
             "funding": [
                 {
@@ -10207,7 +10207,7 @@
                     "type": "tidelift"
                 }
             ],
-            "time": "2025-12-08T07:17:58+00:00"
+            "time": "2025-12-24T07:03:04+00:00"
         },
         {
             "name": "phpunit/php-file-iterator",
@@ -10561,16 +10561,16 @@
         },
         {
             "name": "rector/rector",
-            "version": "2.2.14",
+            "version": "2.3.0",
             "source": {
                 "type": "git",
                 "url": "https://github.com/rectorphp/rector.git",
-                "reference": "6d56bb0e94d4df4f57a78610550ac76ab403657d"
+                "reference": "f7166355dcf47482f27be59169b0825995f51c7d"
             },
             "dist": {
                 "type": "zip",
-                "url": "https://api.github.com/repos/rectorphp/rector/zipball/6d56bb0e94d4df4f57a78610550ac76ab403657d",
-                "reference": "6d56bb0e94d4df4f57a78610550ac76ab403657d",
+                "url": "https://api.github.com/repos/rectorphp/rector/zipball/f7166355dcf47482f27be59169b0825995f51c7d",
+                "reference": "f7166355dcf47482f27be59169b0825995f51c7d",
                 "shasum": ""
             },
             "require": {
@@ -10609,7 +10609,7 @@
             ],
             "support": {
                 "issues": "https://github.com/rectorphp/rector/issues",
-                "source": "https://github.com/rectorphp/rector/tree/2.2.14"
+                "source": "https://github.com/rectorphp/rector/tree/2.3.0"
             },
             "funding": [
                 {
@@ -10617,7 +10617,7 @@
                     "type": "github"
                 }
             ],
-            "time": "2025-12-09T10:57:55+00:00"
+            "time": "2025-12-25T22:00:18+00:00"
         },
         {
             "name": "sebastian/cli-parser",
diff --git a/database/factories/DevicePaletteFactory.php b/database/factories/DevicePaletteFactory.php
index a672873..1d7ed2d 100644
--- a/database/factories/DevicePaletteFactory.php
+++ b/database/factories/DevicePaletteFactory.php
@@ -20,7 +20,7 @@ class DevicePaletteFactory extends Factory
     public function definition(): array
     {
         return [
-            'id' => 'test-' . $this->faker->unique()->slug(),
+            'id' => 'test-'.$this->faker->unique()->slug(),
             'name' => $this->faker->words(3, true),
             'grays' => $this->faker->randomElement([2, 4, 16, 256]),
             'colors' => $this->faker->optional()->passthrough([
diff --git a/routes/api.php b/routes/api.php
index 9721a0f..d1dbcac 100644
--- a/routes/api.php
+++ b/routes/api.php
@@ -18,7 +18,7 @@ use Illuminate\Support\Str;
 Route::get('/display', function (Request $request) {
     $mac_address = $request->header('id');
     $access_token = $request->header('access-token');
-    $device = Device::where('mac_address', $mac_address)
+    $device = Device::where('mac_address', mb_strtoupper($mac_address ?? ''))
         ->where('api_key', $access_token)
         ->first();
 
@@ -29,7 +29,7 @@ Route::get('/display', function (Request $request) {
         if ($auto_assign_user) {
             // Create a new device and assign it to this user
             $device = Device::create([
-                'mac_address' => $mac_address,
+                'mac_address' => mb_strtoupper($mac_address ?? ''),
                 'api_key' => $access_token,
                 'user_id' => $auto_assign_user->id,
                 'name' => "{$auto_assign_user->name}'s TRMNL",
@@ -204,7 +204,7 @@ Route::get('/setup', function (Request $request) {
         ], 404);
     }
 
-    $device = Device::where('mac_address', $mac_address)->first();
+    $device = Device::where('mac_address', mb_strtoupper($mac_address))->first();
 
     if (! $device) {
         // Check if there's a user with assign_new_devices enabled
@@ -219,7 +219,7 @@ Route::get('/setup', function (Request $request) {
 
             // Create a new device and assign it to this user
             $device = Device::create([
-                'mac_address' => $mac_address,
+                'mac_address' => mb_strtoupper($mac_address),
                 'api_key' => Str::random(22),
                 'user_id' => $auto_assign_user->id,
                 'name' => "{$auto_assign_user->name}'s TRMNL",
@@ -345,7 +345,7 @@ Route::post('/display/update', function (Request $request) {
 Route::post('/screens', function (Request $request) {
     $mac_address = $request->header('id');
     $access_token = $request->header('access-token');
-    $device = Device::where('mac_address', $mac_address)
+    $device = Device::where('mac_address', mb_strtoupper($mac_address ?? ''))
         ->where('api_key', $access_token)
         ->first();
 
diff --git a/tests/Feature/Api/DeviceEndpointsTest.php b/tests/Feature/Api/DeviceEndpointsTest.php
index 726f313..aff6758 100644
--- a/tests/Feature/Api/DeviceEndpointsTest.php
+++ b/tests/Feature/Api/DeviceEndpointsTest.php
@@ -954,3 +954,72 @@ test('setup endpoint handles non-existent device model gracefully', function ():
     expect($device)->not->toBeNull()
         ->and($device->device_model_id)->toBeNull();
 });
+
+test('setup endpoint matches MAC address case-insensitively', function (): void {
+    // Create device with lowercase MAC address
+    $device = Device::factory()->create([
+        'mac_address' => 'a1:b2:c3:d4:e5:f6',
+        'api_key' => 'test-api-key',
+        'friendly_id' => 'test-device',
+    ]);
+
+    // Request with uppercase MAC address should still match
+    $response = $this->withHeaders([
+        'id' => 'A1:B2:C3:D4:E5:F6',
+    ])->get('/api/setup');
+
+    $response->assertOk()
+        ->assertJson([
+            'status' => 200,
+            'api_key' => 'test-api-key',
+            'friendly_id' => 'test-device',
+            'message' => 'Welcome to TRMNL BYOS',
+        ]);
+});
+
+test('display endpoint matches MAC address case-insensitively', function (): void {
+    // Create device with lowercase MAC address
+    $device = Device::factory()->create([
+        'mac_address' => 'a1:b2:c3:d4:e5:f6',
+        'api_key' => 'test-api-key',
+        'current_screen_image' => 'test-image',
+    ]);
+
+    // Request with uppercase MAC address should still match
+    $response = $this->withHeaders([
+        'id' => 'A1:B2:C3:D4:E5:F6',
+        'access-token' => $device->api_key,
+        'rssi' => -70,
+        'battery_voltage' => 3.8,
+        'fw-version' => '1.0.0',
+    ])->get('/api/display');
+
+    $response->assertOk()
+        ->assertJson([
+            'status' => '0',
+            'filename' => 'test-image.bmp',
+        ]);
+});
+
+test('screens endpoint matches MAC address case-insensitively', function (): void {
+    Queue::fake();
+
+    // Create device with uppercase MAC address
+    $device = Device::factory()->create([
+        'mac_address' => 'A1:B2:C3:D4:E5:F6',
+        'api_key' => 'test-api-key',
+    ]);
+
+    // Request with lowercase MAC address should still match
+    $response = $this->withHeaders([
+        'id' => 'a1:b2:c3:d4:e5:f6',
+        'access-token' => $device->api_key,
+    ])->post('/api/screens', [
+        'image' => [
+            'content' => '<div>Test content</div>',
+        ],
+    ]);
+
+    $response->assertOk();
+    Queue::assertPushed(GenerateScreenJob::class);
+});
diff --git a/tests/Feature/ImageGenerationServiceTest.php b/tests/Feature/ImageGenerationServiceTest.php
index 603205e..07bb6a6 100644
--- a/tests/Feature/ImageGenerationServiceTest.php
+++ b/tests/Feature/ImageGenerationServiceTest.php
@@ -324,6 +324,30 @@ it('resetIfNotCacheable preserves image for standard devices', function (): void
     expect($plugin->current_image)->toBe('test-uuid');
 });
 
+it('cache is reset when plugin markup changes', function (): void {
+    // Create a plugin with cached image
+    $plugin = App\Models\Plugin::factory()->create([
+        'current_image' => 'cached-uuid',
+        'render_markup' => '<div>Original markup</div>',
+    ]);
+
+    // Create devices with standard dimensions (cacheable)
+    Device::factory()->count(2)->create([
+        'width' => 800,
+        'height' => 480,
+        'rotate' => 0,
+    ]);
+
+    // Update the plugin markup
+    $plugin->update([
+        'render_markup' => '<div>Updated markup</div>',
+    ]);
+
+    // Assert cache was reset when markup changed
+    $plugin->refresh();
+    expect($plugin->current_image)->toBeNull();
+});
+
 it('determines correct image format from device model', function (): void {
     // Test BMP format detection
     $bmpModel = DeviceModel::factory()->create([
diff --git a/tests/Feature/PlaylistSchedulingTest.php b/tests/Feature/PlaylistSchedulingTest.php
index aea4923..18d0032 100644
--- a/tests/Feature/PlaylistSchedulingTest.php
+++ b/tests/Feature/PlaylistSchedulingTest.php
@@ -130,3 +130,48 @@ test('playlist isActiveNow handles normal time ranges correctly', function (): v
     Carbon::setTestNow(Carbon::create(2024, 1, 1, 20, 0, 0));
     expect($playlist->isActiveNow())->toBeFalse();
 });
+
+test('playlist scheduling respects user timezone preference', function (): void {
+    // Create a user with a timezone that's UTC+1 (e.g., Europe/Berlin)
+    // This simulates the bug where setting 00:15 doesn't work until one hour later
+    $user = User::factory()->create([
+        'timezone' => 'Europe/Berlin', // UTC+1 in winter, UTC+2 in summer
+    ]);
+
+    $device = Device::factory()->create(['user_id' => $user->id]);
+
+    // Create a playlist that should be active from 00:15 to 01:00 in the user's timezone
+    $playlist = Playlist::factory()->create([
+        'device_id' => $device->id,
+        'is_active' => true,
+        'active_from' => '00:15',
+        'active_until' => '01:00',
+        'weekdays' => null,
+    ]);
+
+    // Set test time to 00:15 in the user's timezone (Europe/Berlin)
+    // In January, Europe/Berlin is UTC+1, so 00:15 Berlin time = 23:15 UTC the previous day
+    // But Carbon::setTestNow uses UTC by default, so we need to set it to the UTC equivalent
+    // For January 1, 2024 at 00:15 Berlin time (UTC+1), that's December 31, 2023 at 23:15 UTC
+    $berlinTime = Carbon::create(2024, 1, 1, 0, 15, 0, 'Europe/Berlin');
+    Carbon::setTestNow($berlinTime->utc());
+
+    // The playlist should be active at 00:15 in the user's timezone
+    // This test should pass after the fix, but will fail with the current bug
+    expect($playlist->isActiveNow())->toBeTrue();
+
+    // Test at 00:30 in user's timezone - should still be active
+    $berlinTime = Carbon::create(2024, 1, 1, 0, 30, 0, 'Europe/Berlin');
+    Carbon::setTestNow($berlinTime->utc());
+    expect($playlist->isActiveNow())->toBeTrue();
+
+    // Test at 01:15 in user's timezone - should NOT be active (past the end time)
+    $berlinTime = Carbon::create(2024, 1, 1, 1, 15, 0, 'Europe/Berlin');
+    Carbon::setTestNow($berlinTime->utc());
+    expect($playlist->isActiveNow())->toBeFalse();
+
+    // Test at 00:10 in user's timezone - should NOT be active (before start time)
+    $berlinTime = Carbon::create(2024, 1, 1, 0, 10, 0, 'Europe/Berlin');
+    Carbon::setTestNow($berlinTime->utc());
+    expect($playlist->isActiveNow())->toBeFalse();
+});