diff --git a/app/Http/Requests/StoreSupportConversationRequest.php b/app/Http/Requests/StoreSupportConversationRequest.php
index bb1038e..1912de7 100644
--- a/app/Http/Requests/StoreSupportConversationRequest.php
+++ b/app/Http/Requests/StoreSupportConversationRequest.php
@@ -3,6 +3,7 @@
 namespace App\Http\Requests;
 
 use App\Models\SupportConversation;
+use App\Rules\SupportAttachmentFile;
 use Illuminate\Foundation\Http\FormRequest;
 use Illuminate\Validation\Rule;
 
@@ -23,7 +24,7 @@ class StoreSupportConversationRequest extends FormRequest
             'subject' => ['required', 'string', 'max:120'],
             'body' => ['required', 'string', 'max:2000'],
             'attachments' => ['nullable', 'array', 'max:3'],
-            'attachments.*' => ['file', 'max:10240', 'mimes:jpg,jpeg,png,webp,gif,pdf,txt,log,json,zip'],
+            'attachments.*' => [new SupportAttachmentFile],
         ];
     }
 }
diff --git a/app/Http/Requests/StoreSupportMessageRequest.php b/app/Http/Requests/StoreSupportMessageRequest.php
index b419abb..4648dc6 100644
--- a/app/Http/Requests/StoreSupportMessageRequest.php
+++ b/app/Http/Requests/StoreSupportMessageRequest.php
@@ -2,6 +2,7 @@
 
 namespace App\Http\Requests;
 
+use App\Rules\SupportAttachmentFile;
 use Illuminate\Foundation\Http\FormRequest;
 
 class StoreSupportMessageRequest extends FormRequest
@@ -12,14 +13,14 @@ class StoreSupportMessageRequest extends FormRequest
     }
 
     /**
-     * @return array<string, array<int, string>>
+     * @return array<string, array<int, mixed>>
      */
     public function rules(): array
     {
         return [
             'body' => ['required', 'string', 'max:2000'],
             'attachments' => ['nullable', 'array', 'max:3'],
-            'attachments.*' => ['file', 'max:10240', 'mimes:jpg,jpeg,png,webp,gif,pdf,txt,log,json,zip'],
+            'attachments.*' => [new SupportAttachmentFile],
         ];
     }
 }
diff --git a/app/Rules/SupportAttachmentFile.php b/app/Rules/SupportAttachmentFile.php
new file mode 100644
index 0000000..422e31c
--- /dev/null
+++ b/app/Rules/SupportAttachmentFile.php
@@ -0,0 +1,77 @@
+<?php
+
+namespace App\Rules;
+
+use Closure;
+use Illuminate\Contracts\Validation\ValidationRule;
+use Illuminate\Support\Facades\Validator;
+use Illuminate\Translation\PotentiallyTranslatedString;
+
+class SupportAttachmentFile implements ValidationRule
+{
+    private const MAX_UPLOAD_KILOBYTES = 204800;
+
+    private const ALLOWED_MIME_TYPES = [
+        'image/*',
+        'video/*',
+        'audio/*',
+        'application/pdf',
+        'text/plain',
+        'text/csv',
+        'application/csv',
+        'application/json',
+        'application/x-ndjson',
+        'text/json',
+        'application/xml',
+        'text/xml',
+        'text/markdown',
+        'application/x-yaml',
+        'text/yaml',
+        'application/zip',
+        'application/x-zip-compressed',
+        'application/x-7z-compressed',
+        'application/vnd.rar',
+        'application/x-rar-compressed',
+        'application/x-tar',
+        'application/gzip',
+        'application/msword',
+        'application/vnd.openxmlformats-officedocument.wordprocessingml.document',
+        'application/vnd.ms-excel',
+        'application/vnd.openxmlformats-officedocument.spreadsheetml.sheet',
+        'application/vnd.ms-powerpoint',
+        'application/vnd.openxmlformats-officedocument.presentationml.presentation',
+        'application/rtf',
+        'text/rtf',
+        'application/vnd.oasis.opendocument.text',
+        'application/vnd.oasis.opendocument.spreadsheet',
+        'application/vnd.oasis.opendocument.presentation',
+    ];
+
+    /**
+     * Run the validation rule.
+     *
+     * @param  Closure(string, ?string=): PotentiallyTranslatedString  $fail
+     */
+    public function validate(string $attribute, mixed $value, Closure $fail): void
+    {
+        $validator = Validator::make(
+            ['attachment' => $value],
+            [
+                'attachment' => [
+                    'file',
+                    'max:'.self::MAX_UPLOAD_KILOBYTES,
+                    'mimetypes:'.implode(',', self::ALLOWED_MIME_TYPES),
+                ],
+            ],
+            [
+                'attachment.file' => 'Attachment upload failed. Try the file again or choose a different file.',
+                'attachment.max' => 'Attachments must be 200 MB or smaller.',
+                'attachment.mimetypes' => 'Unsupported attachment type. Upload media, PDF, text/data, Office, OpenDocument, or archive files.',
+            ],
+        );
+
+        if ($validator->fails()) {
+            $fail($validator->errors()->first('attachment'));
+        }
+    }
+}
diff --git a/resources/js/components/support-attachment-errors.tsx b/resources/js/components/support-attachment-errors.tsx
new file mode 100644
index 0000000..24e1dea
--- /dev/null
+++ b/resources/js/components/support-attachment-errors.tsx
@@ -0,0 +1,28 @@
+type Props = {
+    errors: Partial<Record<string, string>>;
+};
+
+export function SupportAttachmentErrors({ errors }: Props) {
+    const messages = Object.entries(errors)
+        .filter(
+            ([key, message]) =>
+                Boolean(message) &&
+                (key === 'attachments' || key.startsWith('attachments.')),
+        )
+        .map(([key, message]) => ({
+            key,
+            message: message as string,
+        }));
+
+    if (messages.length === 0) {
+        return null;
+    }
+
+    return (
+        <div className="grid gap-1 rounded-md border border-destructive/30 bg-destructive/10 px-3 py-2 text-sm text-destructive">
+            {messages.map((item) => (
+                <div key={item.key}>{item.message}</div>
+            ))}
+        </div>
+    );
+}
diff --git a/resources/js/pages/admin/support/show.tsx b/resources/js/pages/admin/support/show.tsx
index eb5ecf4..e324ad2 100644
--- a/resources/js/pages/admin/support/show.tsx
+++ b/resources/js/pages/admin/support/show.tsx
@@ -11,6 +11,7 @@ import {
 } from 'lucide-react';
 import type { FormEvent, ReactNode } from 'react';
 import { useRef } from 'react';
+import { SupportAttachmentErrors } from '@/components/support-attachment-errors';
 import { Button } from '@/components/ui/button';
 import { Input } from '@/components/ui/input';
 import { Label } from '@/components/ui/label';
@@ -142,10 +143,7 @@ export default function AdminSupportShow({ conversation }: Props) {
                                         maxLength={2000}
                                     />
                                 </Field>
-                                <Field
-                                    label="Attachments"
-                                    error={form.errors.attachments}
-                                >
+                                <Field label="Attachments">
                                     <Input
                                         ref={fileInputRef}
                                         type="file"
@@ -178,6 +176,9 @@ export default function AdminSupportShow({ conversation }: Props) {
                                             className="h-1.5 w-full"
                                         />
                                     )}
+                                    <SupportAttachmentErrors
+                                        errors={form.errors}
+                                    />
                                 </Field>
                                 <Button
                                     type="submit"
diff --git a/resources/js/pages/support/index.tsx b/resources/js/pages/support/index.tsx
index 494fab2..2eada37 100644
--- a/resources/js/pages/support/index.tsx
+++ b/resources/js/pages/support/index.tsx
@@ -2,6 +2,7 @@ import { Head, Link, useForm } from '@inertiajs/react';
 import { FileUp, LifeBuoy, MessageSquare, Send } from 'lucide-react';
 import type { FormEvent, ReactNode } from 'react';
 import { useRef } from 'react';
+import { SupportAttachmentErrors } from '@/components/support-attachment-errors';
 import { Button } from '@/components/ui/button';
 import { Input } from '@/components/ui/input';
 import { Label } from '@/components/ui/label';
@@ -123,7 +124,7 @@ export default function SupportIndex({ categories, conversations }: Props) {
                     <div className="mb-5">
                         <h2 className="font-semibold">New conversation</h2>
                         <p className="text-sm text-muted-foreground">
-                            Attach up to 3 files, 10 MB each.
+                            Attach up to 3 files, 200 MB each.
                         </p>
                     </div>
                     <form onSubmit={submit} className="grid gap-4">
@@ -164,10 +165,7 @@ export default function SupportIndex({ categories, conversations }: Props) {
                                 maxLength={2000}
                             />
                         </Field>
-                        <Field
-                            label="Attachments"
-                            error={form.errors.attachments}
-                        >
+                        <Field label="Attachments">
                             <Input
                                 ref={fileInputRef}
                                 type="file"
@@ -198,6 +196,7 @@ export default function SupportIndex({ categories, conversations }: Props) {
                                     className="h-1.5 w-full"
                                 />
                             )}
+                            <SupportAttachmentErrors errors={form.errors} />
                         </Field>
                         <Button type="submit" disabled={form.processing}>
                             <Send className="size-4" />
diff --git a/resources/js/pages/support/show.tsx b/resources/js/pages/support/show.tsx
index c692d03..ef74eb4 100644
--- a/resources/js/pages/support/show.tsx
+++ b/resources/js/pages/support/show.tsx
@@ -2,6 +2,7 @@ import { Head, Link, useForm } from '@inertiajs/react';
 import { ArrowLeft, FileDown, FileUp, Lock, Send } from 'lucide-react';
 import type { FormEvent, ReactNode } from 'react';
 import { useRef } from 'react';
+import { SupportAttachmentErrors } from '@/components/support-attachment-errors';
 import { Button } from '@/components/ui/button';
 import { Input } from '@/components/ui/input';
 import { Label } from '@/components/ui/label';
@@ -100,10 +101,7 @@ export default function SupportShow({ conversation }: Props) {
                                     maxLength={2000}
                                 />
                             </Field>
-                            <Field
-                                label="Attachments"
-                                error={form.errors.attachments}
-                            >
+                            <Field label="Attachments">
                                 <Input
                                     ref={fileInputRef}
                                     type="file"
@@ -134,6 +132,7 @@ export default function SupportShow({ conversation }: Props) {
                                         className="h-1.5 w-full"
                                     />
                                 )}
+                                <SupportAttachmentErrors errors={form.errors} />
                             </Field>
                             <Button
                                 type="submit"
diff --git a/tests/Feature/SupportConversationTest.php b/tests/Feature/SupportConversationTest.php
index 846c7d3..c43a0c0 100644
--- a/tests/Feature/SupportConversationTest.php
+++ b/tests/Feature/SupportConversationTest.php
@@ -30,14 +30,15 @@ class SupportConversationTest extends TestCase
         Storage::fake('local');
 
         $user = User::factory()->create(['can_create_channel' => false]);
-        $attachment = UploadedFile::fake()->create('channel-request.pdf', 12, 'application/pdf');
+        $attachment = UploadedFile::fake()->create('channel-request.pdf', 204800, 'application/pdf');
+        $jsonAttachment = UploadedFile::fake()->create('payload.json', 1, 'application/json');
 
         $this->actingAs($user)
             ->post(route('support.store'), [
                 'category' => SupportConversation::CATEGORY_CHANNEL_REQUEST,
                 'subject' => 'Please approve my creator channel',
                 'body' => 'I want to start streaming tutorials.',
-                'attachments' => [$attachment],
+                'attachments' => [$attachment, $jsonAttachment],
             ])
             ->assertRedirect()
             ->assertSessionHasNoErrors();
@@ -51,6 +52,11 @@ class SupportConversationTest extends TestCase
         $this->assertSame('I want to start streaming tutorials.', $message->body);
         $this->assertFalse($user->refresh()->can_create_channel);
         $this->assertSame('channel-request.pdf', $storedAttachment->original_name);
+        $this->assertDatabaseHas('support_attachments', [
+            'support_message_id' => $message->id,
+            'original_name' => 'payload.json',
+            'mime_type' => 'application/json',
+        ]);
         Storage::disk('local')->assertExists($storedAttachment->path);
     }
 
@@ -66,7 +72,29 @@ class SupportConversationTest extends TestCase
                 'body' => '',
                 'attachments' => [$attachment],
             ])
-            ->assertSessionHasErrors(['category', 'subject', 'body', 'attachments.0']);
+            ->assertSessionHasErrors([
+                'category',
+                'subject',
+                'body',
+                'attachments.0' => 'Unsupported attachment type. Upload media, PDF, text/data, Office, OpenDocument, or archive files.',
+            ]);
+    }
+
+    public function test_media_attachment_must_not_exceed_two_hundred_megabytes(): void
+    {
+        $user = User::factory()->create();
+        $attachment = UploadedFile::fake()->image('too-large.jpg')->size(204801);
+
+        $this->actingAs($user)
+            ->post(route('support.store'), [
+                'category' => SupportConversation::CATEGORY_BUG,
+                'subject' => 'Large upload',
+                'body' => 'This screenshot is too large.',
+                'attachments' => [$attachment],
+            ])
+            ->assertSessionHasErrors([
+                'attachments.0' => 'Attachments must be 200 MB or smaller.',
+            ]);
     }
 
     public function test_user_can_view_and_reply_to_own_conversation(): void