diff --git a/SELENIUM_TO_PLAYWRIGHT_MIGRATION.md b/SELENIUM_TO_PLAYWRIGHT_MIGRATION.md
deleted file mode 100644
index 3fc604b..0000000
--- a/SELENIUM_TO_PLAYWRIGHT_MIGRATION.md
+++ /dev/null
@@ -1,260 +0,0 @@
-# Selenium to Playwright Migration
-
-## Summary
-
-Successfully migrated from Selenium to Playwright for web page screenshot capture and processing.
-
-## Changes Made
-
-### 1. Dependencies (`pyproject.toml`)
-```diff
-- "selenium>=4.0.0",
-+ "playwright>=1.40.0",
-```
-
-### 2. Code Changes (`links/tasks.py`)
-
-**Before** (Selenium): ~180 lines
-- Complex Chrome options setup (15+ arguments)
-- Manual scrolling and waiting
-- ChromeDriver management
-- Complex error handling
-
-**After** (Playwright): ~70 lines
-- Simple async function
-- Built-in auto-wait
-- No driver management
-- Clear timeout handling
-
-**Key improvements**:
-- ✅ 60% less code
-- ✅ Built-in `full_page=True` screenshot
-- ✅ Automatic network idle detection
-- ✅ Better timeout handling
-- ✅ No manual scrolling needed
-
-### 3. Dockerfile Updates
-
-**Removed**:
-```dockerfile
-chromium
-chromium-driver
-```
-
-**Added**:
-```dockerfile
-# Playwright runtime dependencies
-libglib2.0-0, libnss3, libnspr4, etc.
-
-# Install Playwright browsers in builder
-RUN uv run playwright install chromium --with-deps
-
-# Copy Playwright cache to production
-COPY --from=builder /root/.cache/ms-playwright /home/appuser/.cache/ms-playwright
-```
-
-**Result**: ~80 MB smaller Docker image
-
-### 4. View Updates (`links/page_views.py`)
-
-**Removed**:
-- `take_screenshot()` function (unused)
-- Selenium imports
-
-**Kept**:
-- All other functionality unchanged
-- Still uses threading for async execution
-
-## New Screenshot Function
-
-```python
-async def _capture_screenshot_async(page_url, full_path):
-    """Async function to capture screenshot using Playwright"""
-    async with async_playwright() as p:
-        browser = await p.chromium.launch(
-            headless=True,
-            args=['--no-sandbox', '--disable-setuid-sandbox']
-        )
-        
-        context = await browser.new_context(
-            viewport={'width': 1366, 'height': 768},
-            locale='zh-CN',
-            ignore_https_errors=True,
-        )
-        
-        page = await context.new_page()
-        
-        # Navigate and wait for network idle
-        await page.goto(page_url, wait_until='networkidle', timeout=60000)
-        
-        # Take full-page screenshot
-        await page.screenshot(path=full_path, full_page=True)
-        
-        await context.close()
-        await browser.close()
-```
-
-## Benefits
-
-### Performance
-- ⚡ **40-50% faster** screenshot capture
-- ⚡ **80% fewer timeouts** (auto-wait)
-- ⚡ **25% less memory** usage
-
-### Code Quality
-- 📉 **60% less code** (180 → 70 lines)
-- ✅ **Simpler maintenance**
-- ✅ **Better error messages**
-- ✅ **Built-in retry logic**
-
-### Infrastructure
-- 📦 **~80 MB smaller** Docker image
-- �� **No driver version matching** needed
-- 🚀 **Easier deployment**
-
-### Reliability
-- ✅ **Network idle detection** (knows when page is loaded)
-- ✅ **Auto-wait for elements**
-- ✅ **Better handling of modern SPAs**
-- ✅ **Clear timeout errors**
-
-## Migration Steps Completed
-
-1. ✅ Updated `pyproject.toml` dependencies
-2. ✅ Rewrote `capture_screenshot()` function
-3. ✅ Added `_capture_screenshot_async()` helper
-4. ✅ Updated Dockerfile to install Playwright
-5. ✅ Removed Chromium/ChromeDriver from Dockerfile
-6. ✅ Added Playwright runtime dependencies
-7. ✅ Removed Selenium imports from `page_views.py`
-8. ✅ Removed unused `take_screenshot()` function
-
-## Testing
-
-### Install Dependencies
-```bash
-source .venv/bin/activate
-uv sync
-uv run playwright install chromium
-```
-
-### Test Locally
-```bash
-python manage.py runserver
-# Navigate to a page and trigger screenshot
-```
-
-### Docker Build
-```bash
-DOCKER_BUILDKIT=1 docker build -t links:playwright .
-```
-
-### Expected Results
-- ✅ Faster screenshot capture (8-12s vs 15-20s)
-- ✅ Fewer timeout errors
-- ✅ Cleaner error messages
-- ✅ Same visual quality
-
-## Compatibility
-
-### APScheduler
-- ✅ Works perfectly with APScheduler
-- ✅ Uses `asyncio.run()` to run async code in sync context
-- ✅ Threading still works as before
-
-### Django
-- ✅ No Django changes needed
-- ✅ Models unchanged
-- ✅ Views unchanged
-- ✅ API unchanged
-
-### Storage
-- ✅ R2/S3 storage still works
-- ✅ Local storage still works
-- ✅ Screenshot format unchanged (PNG)
-
-## Configuration
-
-### Viewport Size
-Default: 1366x768 (configurable in code)
-```python
-viewport={'width': 1366, 'height': 768}
-```
-
-### Timeout
-Default: 60 seconds
-```python
-timeout=60000  # milliseconds
-```
-
-### Locale
-Default: zh-CN (Chinese)
-```python
-locale='zh-CN'
-```
-
-### Wait Strategy
-Default: networkidle (waits for network requests to finish)
-```python
-wait_until='networkidle'
-```
-
-## Troubleshooting
-
-### Playwright not found
-```bash
-uv run playwright install chromium
-```
-
-### Missing dependencies in Docker
-Already included in Dockerfile:
-- libglib2.0-0
-- libnss3
-- libnspr4
-- etc.
-
-### Timeout issues
-Increase timeout in code:
-```python
-await page.goto(url, timeout=120000)  # 2 minutes
-```
-
-### Screenshot quality
-Adjust viewport or use different options:
-```python
-await page.screenshot(path=path, full_page=True, quality=90)
-```
-
-## Rollback Plan
-
-If needed to rollback:
-1. Revert `pyproject.toml` (restore Selenium)
-2. Revert `links/tasks.py` to Selenium version
-3. Revert Dockerfile changes
-4. Run `uv sync`
-
-## Future Enhancements
-
-Possible with Playwright (not implemented yet):
-- [ ] PDF generation
-- [ ] Video recording
-- [ ] Network request interception
-- [ ] Mobile device emulation
-- [ ] Geolocation spoofing
-- [ ] Custom JavaScript injection
-- [ ] HAR file generation
-
-## Resources
-
-- Playwright Docs: https://playwright.dev/python/
-- Playwright API: https://playwright.dev/python/docs/api/class-page
-- Migration Guide: https://playwright.dev/python/docs/selenium
-
-## Notes
-
-- Playwright uses its own bundled Chromium
-- No need to manage ChromeDriver versions
-- Auto-updates with `playwright install`
-- Works offline after initial install
-- Supports Firefox and WebKit too (if needed)
-
diff --git a/data/db.sqlite3 b/data/db.sqlite3
index 3b3aae4..1e57492 100644
Binary files a/data/db.sqlite3 and b/data/db.sqlite3 differ
diff --git a/links/migrations/0036_link_task_states_page_task_states_post_task_states.py b/links/migrations/0036_link_task_states_page_task_states_post_task_states.py
new file mode 100644
index 0000000..64b8c45
--- /dev/null
+++ b/links/migrations/0036_link_task_states_page_task_states_post_task_states.py
@@ -0,0 +1,28 @@
+# Generated by Django 5.2.9 on 2026-01-17 22:03
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('links', '0035_remove_webpage_content'),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name='link',
+            name='task_states',
+            field=models.JSONField(blank=True, default=dict, help_text='Task checkbox states as {task_hash: bool} mapping'),
+        ),
+        migrations.AddField(
+            model_name='page',
+            name='task_states',
+            field=models.JSONField(blank=True, default=dict, help_text='Task checkbox states as {task_hash: bool} mapping'),
+        ),
+        migrations.AddField(
+            model_name='post',
+            name='task_states',
+            field=models.JSONField(blank=True, default=dict, help_text='Task checkbox states as {task_hash: bool} mapping'),
+        ),
+    ]
diff --git a/links/migrations/0037_linkchangelog_change_type_linkchangelog_metadata_and_more.py b/links/migrations/0037_linkchangelog_change_type_linkchangelog_metadata_and_more.py
new file mode 100644
index 0000000..838ae93
--- /dev/null
+++ b/links/migrations/0037_linkchangelog_change_type_linkchangelog_metadata_and_more.py
@@ -0,0 +1,33 @@
+# Generated by Django 5.2.9 on 2026-01-17 22:58
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('links', '0036_link_task_states_page_task_states_post_task_states'),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name='linkchangelog',
+            name='change_type',
+            field=models.CharField(choices=[('url_change', 'URL Change'), ('task_toggle', 'Task Toggle'), ('content_edit', 'Content Edit')], default='url_change', max_length=20, verbose_name='Change Type'),
+        ),
+        migrations.AddField(
+            model_name='linkchangelog',
+            name='metadata',
+            field=models.JSONField(blank=True, default=dict, help_text='Additional change data as JSON', verbose_name='Metadata'),
+        ),
+        migrations.AlterField(
+            model_name='linkchangelog',
+            name='new_url',
+            field=models.URLField(blank=True, max_length=2000, null=True, verbose_name='New URL'),
+        ),
+        migrations.AlterField(
+            model_name='linkchangelog',
+            name='old_url',
+            field=models.URLField(blank=True, max_length=2000, null=True, verbose_name='Old URL'),
+        ),
+    ]
diff --git a/links/models.py b/links/models.py
index 996a6d6..e79f0b8 100644
--- a/links/models.py
+++ b/links/models.py
@@ -33,6 +33,7 @@ class Link(models.Model):
     updated_at = models.DateTimeField(auto_now=True)
     description = models.TextField(blank=True, null=True, verbose_name=_("Description"))
     tags = models.ManyToManyField('Tag', blank=True, related_name='links')
+    task_states = models.JSONField(default=dict, blank=True, help_text=_("Task checkbox states as {task_hash: bool} mapping"))
 
     def get_template_parameters(self):
         """Extract template parameters and their default values from original_url"""
@@ -124,16 +125,37 @@ class ClickLog(models.Model):
         ordering = ['-clicked_at']
 
 class LinkChangeLog(models.Model):
+    class ChangeType(models.TextChoices):
+        URL_CHANGE = 'url_change', _('URL Change')
+        TASK_TOGGLE = 'task_toggle', _('Task Toggle')
+        CONTENT_EDIT = 'content_edit', _('Content Edit')
+
     link = models.ForeignKey(Link, on_delete=models.CASCADE, related_name='change_logs')
-    old_url = models.URLField(_("Old URL"), max_length=2000)
-    new_url = models.URLField(_("New URL"), max_length=2000)
+    change_type = models.CharField(
+        _("Change Type"),
+        max_length=20,
+        choices=ChangeType.choices,
+        default=ChangeType.URL_CHANGE
+    )
+    # For URL changes
+    old_url = models.URLField(_("Old URL"), max_length=2000, blank=True, null=True)
+    new_url = models.URLField(_("New URL"), max_length=2000, blank=True, null=True)
+    # For task toggles and other changes
+    metadata = models.JSONField(_("Metadata"), default=dict, blank=True, help_text=_("Additional change data as JSON"))
     changed_at = models.DateTimeField(_("Changed at"), auto_now_add=True)
 
     class Meta:
         ordering = ['-changed_at']
 
     def __str__(self):
-        return f"URL changed from {self.old_url} to {self.new_url}"
+        if self.change_type == self.ChangeType.URL_CHANGE:
+            return f"URL changed from {self.old_url} to {self.new_url}"
+        elif self.change_type == self.ChangeType.TASK_TOGGLE:
+            task_hash = self.metadata.get('task_hash', 'unknown')
+            new_state = self.metadata.get('new_state', 'unknown')
+            return f"Task {task_hash[:8]} toggled to {new_state}"
+        else:
+            return f"{self.get_change_type_display()} at {self.changed_at}"
 
 def generate_random_color():
     colors = [
@@ -188,6 +210,7 @@ class Page(models.Model):
     )
     retry_count = models.IntegerField(default=0)
     last_retry_at = models.DateTimeField(null=True, blank=True)
+    task_states = models.JSONField(default=dict, blank=True, help_text=_("Task checkbox states as {task_hash: bool} mapping"))
     error_message = models.TextField(blank=True)
 
     # New field for screenshot
@@ -251,6 +274,7 @@ class Post(models.Model):
     created_at = models.DateTimeField(_('Created at'), auto_now_add=True)
     updated_at = models.DateTimeField(_('Updated at'), auto_now=True)
     tags = models.ManyToManyField('Tag', blank=True, related_name='posts')
+    task_states = models.JSONField(default=dict, blank=True, help_text=_("Task checkbox states as {task_hash: bool} mapping"))
 
     class Meta:
         ordering = ['-created_at']
diff --git a/links/page_views.py b/links/page_views.py
index 7895037..27b08aa 100644
--- a/links/page_views.py
+++ b/links/page_views.py
@@ -7,7 +7,9 @@ from django.utils.translation import gettext_lazy as _
 from django.core.files.base import ContentFile
 from django.conf import settings
 from rest_framework import viewsets, status
+from rest_framework.decorators import action
 from rest_framework.response import Response
+from .templatetags.tasklist_markdown import update_task_in_markdown
 from rest_framework.pagination import PageNumberPagination
 from .models import Page, Screenshot, Tag
 from .forms import PageForm
@@ -31,27 +33,27 @@ def trigger_page_processing(page):
     1. Screenshot capture
     2. Crawl4AI content extraction
     3. Page metadata processing
-    
+
     This is called whenever a page is created, regardless of the source (UI or API).
     """
     from .tasks import capture_screenshot, fetch_webpage_content_from_crawl4ai, process_page
-    
+
     # Create screenshot record and trigger capture
     screenshot = Screenshot.objects.create(
         page=page,
         status=Screenshot.Status.PENDING
     )
-    
+
     # Start screenshot capture thread
     thread_screenshot = Thread(target=capture_screenshot, args=(page.id, screenshot.id))
     thread_screenshot.daemon = True
     thread_screenshot.start()
-    
+
     # Start Crawl4AI content extraction thread
     thread_crawl = Thread(target=fetch_webpage_content_from_crawl4ai, args=(page.id,))
     thread_crawl.daemon = True
     thread_crawl.start()
-    
+
     # Start page metadata processing thread (if needed)
     if not page.title or not page.summary:
         thread_process = Thread(target=process_page, args=(page.id,))
@@ -101,6 +103,14 @@ class PageUpdateView(UpdateView):
     template_name = 'links/page_form.html'
     success_url = reverse_lazy('page-list')
 
+    def dispatch(self, request, *args, **kwargs):
+        response = super().dispatch(request, *args, **kwargs)
+        # Prevent caching to ensure fresh markdown content after task toggles
+        response['Cache-Control'] = 'no-cache, no-store, must-revalidate'
+        response['Pragma'] = 'no-cache'
+        response['Expires'] = '0'
+        return response
+
     def form_valid(self, form):
         response = super().form_valid(form)
 
@@ -220,7 +230,7 @@ class PageViewSet(viewsets.ModelViewSet):
         else:
             instance.process_status = Page.ProcessStatus.PENDING
         instance.save()
-        
+
         # Trigger all background processing tasks
         trigger_page_processing(instance)
 
@@ -288,6 +298,40 @@ class PageViewSet(viewsets.ModelViewSet):
                 status=status.HTTP_500_INTERNAL_SERVER_ERROR
             )
 
+    @action(detail=True, methods=['post'])
+    def toggle_task(self, request, pk=None):
+        """
+        Toggle the checked state of a task in a page.
+
+        POST /api/pages/{id}/toggle_task/
+        Body: {"task_hash": "abc123"}
+        """
+        page = self.get_object()
+        task_hash = request.data.get('task_hash')
+
+        if not task_hash:
+            return Response(
+                {'error': 'task_hash is required'},
+                status=status.HTTP_400_BAD_REQUEST
+            )
+
+        # Get current task states or initialize empty dict
+        task_states = page.task_states if page.task_states else {}
+
+        # Toggle the state (default to False if not set, then toggle)
+        current_state = task_states.get(task_hash, False)
+        new_state = not current_state
+        task_states[task_hash] = new_state
+
+        # Save only task_states, leave markdown content unchanged
+        page.task_states = task_states
+        page.save(update_fields=['task_states', 'updated_at'])
+
+        return Response({
+            'task_hash': task_hash,
+            'checked': new_state
+        })
+
 class ScreenshotGalleryView(TemplateView):
     template_name = 'links/screenshot_gallery.html'
 
diff --git a/links/post_views.py b/links/post_views.py
index b6a87c7..5ee6d20 100644
--- a/links/post_views.py
+++ b/links/post_views.py
@@ -3,11 +3,13 @@ from django.urls import reverse_lazy
 from django.utils.translation import gettext_lazy as _
 from django.http import Http404
 from rest_framework import viewsets, status
+from rest_framework.decorators import action
 from rest_framework.response import Response
 from rest_framework.pagination import PageNumberPagination
 from django.utils import timezone
 from datetime import datetime
 from .models import Post
+from .templatetags.tasklist_markdown import update_task_in_markdown
 from .forms import PostForm
 from .serializers import PostSerializer
 from .templatetags import markdown_extras, think_markdown
@@ -20,7 +22,7 @@ class PostListView(ListView):
 
     def get_queryset(self):
         queryset = Post.objects.all().order_by('-created_at')
-       
+
         # Date range filter
         date_from = self.request.GET.get('date_from')
         date_to = self.request.GET.get('date_to')
@@ -43,7 +45,7 @@ class PostListView(ListView):
 
     def get_context_data(self, **kwargs):
         context = super().get_context_data(**kwargs)
-        
+
         context['date_from'] = self.request.GET.get('date_from', '')
         context['date_to'] = self.request.GET.get('date_to', '')
 
@@ -71,6 +73,14 @@ class PostUpdateView(UpdateView):
     template_name = 'links/post_form.html'
     success_url = reverse_lazy('post-list')
 
+    def dispatch(self, request, *args, **kwargs):
+        response = super().dispatch(request, *args, **kwargs)
+        # Prevent caching to ensure fresh markdown content after task toggles
+        response['Cache-Control'] = 'no-cache, no-store, must-revalidate'
+        response['Pragma'] = 'no-cache'
+        response['Expires'] = '0'
+        return response
+
 class PostDeleteView(DeleteView):
     model = Post
     template_name = 'links/post_confirm_delete.html'
@@ -120,3 +130,37 @@ class PostViewSet(viewsets.ModelViewSet):
 
         serializer = self.get_serializer(queryset, many=True)
         return Response(serializer.data)
+
+    @action(detail=True, methods=['post'])
+    def toggle_task(self, request, pk=None):
+        """
+        Toggle the checked state of a task in a post.
+
+        POST /api/posts/{id}/toggle_task/
+        Body: {"task_hash": "abc123"}
+        """
+        post = self.get_object()
+        task_hash = request.data.get('task_hash')
+
+        if not task_hash:
+            return Response(
+                {'error': 'task_hash is required'},
+                status=status.HTTP_400_BAD_REQUEST
+            )
+
+        # Get current task states or initialize empty dict
+        task_states = post.task_states if post.task_states else {}
+
+        # Toggle the state (default to False if not set, then toggle)
+        current_state = task_states.get(task_hash, False)
+        new_state = not current_state
+        task_states[task_hash] = new_state
+
+        # Save only task_states, leave markdown content unchanged
+        post.task_states = task_states
+        post.save(update_fields=['task_states', 'content', 'updated_at'])
+
+        return Response({
+            'task_hash': task_hash,
+            'checked': new_state
+        })
diff --git a/links/templates/links/custom_link.html b/links/templates/links/custom_link.html
index ae9d361..bec902d 100644
--- a/links/templates/links/custom_link.html
+++ b/links/templates/links/custom_link.html
@@ -8,6 +8,25 @@
     <link href="https://cdnjs.cloudflare.com/ajax/libs/tailwindcss/2.2.19/tailwind.min.css" rel="stylesheet">
     <link href="https://cdnjs.cloudflare.com/ajax/libs/tailwindcss-typography/0.4.0/typography.min.css" rel="stylesheet">
     <link rel="stylesheet" href="{% static 'css/markdown.css' %}">
+    <style>
+        /* Task List Styles */
+        .task-item {
+            list-style: none;
+            padding-left: 0;
+        }
+
+        .task-checkbox {
+            margin-right: 0.5rem;
+            cursor: pointer;
+            width: 1.1em;
+            height: 1.1em;
+            vertical-align: middle;
+        }
+
+        .task-checkbox:hover {
+            opacity: 0.7;
+        }
+    </style>
 </head>
 <body class="bg-gray-100">
     <div class="max-w-6xl mx-auto mt-10 p-4 sm:px-6 bg-white shadow-md rounded-lg">
@@ -15,5 +34,42 @@
             {{ rendered_text|safe }}
         </div>
     </div>
+
+    <script>
+        // Task checkbox functionality
+        document.addEventListener('DOMContentLoaded', function() {
+            document.querySelectorAll('.task-checkbox').forEach(checkbox => {
+                checkbox.addEventListener('change', async function(e) {
+                    const taskHash = this.getAttribute('data-hash');
+                    const linkId = {{ link.id }};
+
+                    console.log('Toggling task:', taskHash, 'for link:', linkId);
+
+                    try {
+                        const response = await fetch(`/link/${linkId}/toggle_task/`, {
+                            method: 'POST',
+                            headers: {
+                                'Content-Type': 'application/json',
+                            },
+                            body: JSON.stringify({ task_hash: taskHash })
+                        });
+
+                        const data = await response.json();
+                        console.log('Response:', response.status, data);
+
+                        if (!response.ok) {
+                            this.checked = !this.checked;
+                            console.error('Failed to update task state:', data);
+                        } else {
+                            console.log('Task updated successfully:', data);
+                        }
+                    } catch (error) {
+                        this.checked = !this.checked;
+                        console.error('Error updating task:', error);
+                    }
+                });
+            });
+        });
+    </script>
 </body>
 </html>
diff --git a/links/templates/links/link_detail.html b/links/templates/links/link_detail.html
index a460494..5579d11 100644
--- a/links/templates/links/link_detail.html
+++ b/links/templates/links/link_detail.html
@@ -132,23 +132,89 @@
 
     <div class="bg-white shadow-md rounded-lg overflow-hidden mt-8">
         <div class="px-2 py-5 sm:px-6 bg-gray-50 border-b border-gray-200">
-            <h2 class="text-xl font-bold text-gray-900">{% trans "URL Change History" %}</h2>
+            <h2 class="text-xl font-bold text-gray-900">{% trans "Change History" %}</h2>
         </div>
         <div class="px-2 py-5 sm:p-6">
             {% if change_logs %}
                 <ul class="divide-y divide-gray-200">
                 {% for log in change_logs %}
-                    <li class="py-2">
-                        <p class="text-sm text-gray-600">
-                            {% trans "URL changed at" %} {{ log.changed_at|date:"Y-m-d H:i" }}
-                        </p>
-                        <p class="mt-1 text-sm text-red-600 line-through">{{ log.old_url }}</p>
-                        <p class="mt-1 text-sm text-green-600">{{ log.new_url }}</p>
+                    <li class="py-3">
+                        {% if log.change_type == 'url_change' %}
+                            <div class="flex items-center mb-2">
+                                <svg class="w-5 h-5 text-blue-500 mr-2" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                                    <path stroke-linecap="round" stroke-linejoin="round" stroke-width="2" d="M13.828 10.172a4 4 0 00-5.656 0l-4 4a4 4 0 105.656 5.656l1.102-1.101m-.758-4.899a4 4 0 005.656 0l4-4a4 4 0 00-5.656-5.656l-1.1 1.1"></path>
+                                </svg>
+                                <p class="text-sm font-medium text-gray-900">
+                                    {% trans "URL Changed" %}
+                                </p>
+                                <span class="ml-2 text-xs text-gray-500">{{ log.changed_at|date:"Y-m-d H:i" }}</span>
+                            </div>
+                            {% if log.old_url %}
+                                <p class="mt-1 text-sm text-red-600 line-through ml-7">{{ log.old_url }}</p>
+                            {% endif %}
+                            {% if log.new_url %}
+                                <p class="mt-1 text-sm text-green-600 ml-7">{{ log.new_url }}</p>
+                            {% endif %}
+                        {% elif log.change_type == 'task_toggle' %}
+                            <div class="flex items-center mb-2">
+                                <svg class="w-5 h-5 text-purple-500 mr-2" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                                    <path stroke-linecap="round" stroke-linejoin="round" stroke-width="2" d="M9 5H7a2 2 0 00-2 2v12a2 2 0 002 2h10a2 2 0 002-2V7a2 2 0 00-2-2h-2M9 5a2 2 0 002 2h2a2 2 0 002-2M9 5a2 2 0 012-2h2a2 2 0 012 2m-6 9l2 2 4-4"></path>
+                                </svg>
+                                <p class="text-sm font-medium text-gray-900">
+                                    {% trans "Task Toggled" %}
+                                </p>
+                                <span class="ml-2 text-xs text-gray-500">{{ log.changed_at|date:"Y-m-d H:i" }}</span>
+                            </div>
+                            {% if log.metadata %}
+                                <div class="ml-7 text-sm">
+                                    {% if log.metadata.task_text %}
+                                        <p class="text-gray-700 font-medium mb-1">
+                                            "{{ log.metadata.task_text }}"
+                                        </p>
+                                    {% endif %}
+                                    <p class="text-gray-600">
+                                        <span class="{% if log.metadata.old_state %}text-green-600{% else %}text-gray-400{% endif %}">
+                                            {% if log.metadata.old_state %}☑{% else %}☐{% endif %}
+                                        </span>
+                                        →
+                                        <span class="{% if log.metadata.new_state %}text-green-600{% else %}text-gray-400{% endif %}">
+                                            {% if log.metadata.new_state %}☑{% else %}☐{% endif %}
+                                        </span>
+                                        <span class="ml-1">{% if log.metadata.new_state %}{% trans "checked" %}{% else %}{% trans "unchecked" %}{% endif %}</span>
+                                    </p>
+                                </div>
+                            {% endif %}
+                        {% elif log.change_type == 'content_edit' %}
+                            <div class="flex items-center mb-2">
+                                <svg class="w-5 h-5 text-green-500 mr-2" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                                    <path stroke-linecap="round" stroke-linejoin="round" stroke-width="2" d="M11 5H6a2 2 0 00-2 2v11a2 2 0 002 2h11a2 2 0 002-2v-5m-1.414-9.414a2 2 0 112.828 2.828L11.828 15H9v-2.828l8.586-8.586z"></path>
+                                </svg>
+                                <p class="text-sm font-medium text-gray-900">
+                                    {% trans "Content Edited" %}
+                                </p>
+                                <span class="ml-2 text-xs text-gray-500">{{ log.changed_at|date:"Y-m-d H:i" }}</span>
+                            </div>
+                            {% if log.metadata %}
+                                <div class="ml-7 text-sm text-gray-600">
+                                    {{ log.metadata|safe }}
+                                </div>
+                            {% endif %}
+                        {% else %}
+                            <div class="flex items-center mb-2">
+                                <svg class="w-5 h-5 text-gray-500 mr-2" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                                    <path stroke-linecap="round" stroke-linejoin="round" stroke-width="2" d="M13 16h-1v-4h-1m1-4h.01M21 12a9 9 0 11-18 0 9 9 0 0118 0z"></path>
+                                </svg>
+                                <p class="text-sm font-medium text-gray-900">
+                                    {% trans "Change" %}
+                                </p>
+                                <span class="ml-2 text-xs text-gray-500">{{ log.changed_at|date:"Y-m-d H:i" }}</span>
+                            </div>
+                        {% endif %}
                     </li>
                 {% endfor %}
                 </ul>
             {% else %}
-                <p class="text-sm text-gray-600">{% trans "No URL changes recorded." %}</p>
+                <p class="text-sm text-gray-600">{% trans "No changes recorded." %}</p>
             {% endif %}
         </div>
     </div>
@@ -278,6 +344,32 @@
         url.searchParams.set('period', period);
         window.location.href = url.toString();
     }
+
+    // Task checkbox functionality
+    document.querySelectorAll('.task-checkbox').forEach(checkbox => {
+        checkbox.addEventListener('change', async function(e) {
+            const taskHash = this.getAttribute('data-hash');
+            const linkId = {{ link.id }};
+
+            try {
+                const response = await fetch(`/link/${linkId}/toggle_task/`, {
+                    method: 'POST',
+                    headers: {
+                        'Content-Type': 'application/json',
+                    },
+                    body: JSON.stringify({ task_hash: taskHash })
+                });
+
+                if (!response.ok) {
+                    this.checked = !this.checked;
+                    console.error('Failed to update task state');
+                }
+            } catch (error) {
+                this.checked = !this.checked;
+                console.error('Error updating task:', error);
+            }
+        });
+    });
 </script>
 {% endblock %}
 
@@ -384,5 +476,23 @@
         background-color: #5b21b6;
         border-color: #5b21b6;
     }
+
+    /* Task List Styles */
+    .task-item {
+        list-style: none;
+        padding-left: 0;
+    }
+
+    .task-checkbox {
+        margin-right: 0.5rem;
+        cursor: pointer;
+        width: 1.1em;
+        height: 1.1em;
+        vertical-align: middle;
+    }
+
+    .task-checkbox:hover {
+        opacity: 0.7;
+    }
 </style>
 {% endblock %}
diff --git a/links/templates/links/link_form.html b/links/templates/links/link_form.html
index 6b64317..eff42eb 100644
--- a/links/templates/links/link_form.html
+++ b/links/templates/links/link_form.html
@@ -226,7 +226,54 @@
                 if (!simplemde) {
                     var textArea = document.getElementById('id_text');
                     if (textArea) {
-                        simplemde = new SimpleMDE({ element: textArea });
+                        // Clear any SimpleMDE autosave cache to ensure we use the latest DB content
+                        // This is important after task list updates
+                        var linkId = '{{ form.instance.pk|default:"new" }}';
+                        var cacheKey = 'smde_link_text_' + linkId;
+                        localStorage.removeItem(cacheKey);
+
+                        simplemde = new SimpleMDE({
+                            element: textArea,
+                            toolbar: [
+                                "bold", "italic", "heading", "|",
+                                "quote", "unordered-list", "ordered-list", "|",
+                                {
+                                    name: "task-list",
+                                    action: function customTaskList(editor) {
+                                        var cm = editor.codemirror;
+                                        var selection = cm.getSelection();
+                                        var lines = selection.split('\n');
+
+                                        if (lines.length > 0 && lines[0].match(/^- \[[ xX]\] /)) {
+                                            // Remove task list formatting
+                                            var newText = lines.map(function(line) {
+                                                return line.replace(/^- \[[ xX]\] /, '- ');
+                                            }).join('\n');
+                                            cm.replaceSelection(newText);
+                                        } else if (selection) {
+                                            // Add task list formatting to selection
+                                            var newText = lines.map(function(line) {
+                                                if (line.trim()) {
+                                                    return '- [ ] ' + line.replace(/^[-*]\s*/, '');
+                                                }
+                                                return line;
+                                            }).join('\n');
+                                            cm.replaceSelection(newText);
+                                        } else {
+                                            // Insert a single task list item
+                                            cm.replaceSelection('- [ ] ');
+                                        }
+                                        cm.focus();
+                                    },
+                                    className: "fa fa-check-square",
+                                    title: "Task List (- [ ] item)",
+                                },
+                                "|",
+                                "link", "image", "table", "|",
+                                "preview", "side-by-side", "fullscreen", "|",
+                                "guide"
+                            ]
+                        });
                     }
                 }
             }
diff --git a/links/templates/links/page_form.html b/links/templates/links/page_form.html
index b025285..befbe16 100644
--- a/links/templates/links/page_form.html
+++ b/links/templates/links/page_form.html
@@ -202,7 +202,30 @@
 <!-- Select2 JavaScript -->
 <script src="https://cdn.jsdelivr.net/npm/select2@4.1.0-rc.0/dist/js/select2.min.js"></script>
 <script>
-// Initialize SimpleMDE
+// Clear SimpleMDE autosave cache to prevent old cached content from overriding DB updates
+// This is especially important after task list checkbox toggles
+var pageId = '{{ form.instance.pk|default:"new" }}';
+var cacheKey = 'smde_page_content_' + pageId;
+if (pageId !== 'new') {
+    // Check if the cached timestamp is older than the updated_at timestamp
+    var cachedData = localStorage.getItem(cacheKey);
+    if (cachedData) {
+        try {
+            var parsedCache = JSON.parse(cachedData);
+            var updatedAt = new Date('{{ form.instance.updated_at.isoformat }}').getTime();
+            var cacheTime = parsedCache.ts || 0;
+            // If cache is older than last update, clear it
+            if (cacheTime < updatedAt) {
+                localStorage.removeItem(cacheKey);
+            }
+        } catch (e) {
+            // If parsing fails, clear the cache
+            localStorage.removeItem(cacheKey);
+        }
+    }
+}
+
+// Initialize SimpleMDE with custom task list button
 var simplemde = new SimpleMDE({
     element: document.getElementById("{{ form.content.id_for_label }}"),
     spellChecker: false,
@@ -213,6 +236,38 @@ var simplemde = new SimpleMDE({
     toolbar: [
         "bold", "italic", "heading", "|",
         "quote", "unordered-list", "ordered-list", "|",
+        {
+            name: "task-list",
+            action: function customTaskList(editor) {
+                var cm = editor.codemirror;
+                var selection = cm.getSelection();
+                var lines = selection.split('\n');
+
+                if (lines.length > 0 && lines[0].match(/^- \[[ xX]\] /)) {
+                    // Remove task list formatting
+                    var newText = lines.map(function(line) {
+                        return line.replace(/^- \[[ xX]\] /, '- ');
+                    }).join('\n');
+                    cm.replaceSelection(newText);
+                } else if (selection) {
+                    // Add task list formatting to selection
+                    var newText = lines.map(function(line) {
+                        if (line.trim()) {
+                            return '- [ ] ' + line.replace(/^[-*]\s*/, '');
+                        }
+                        return line;
+                    }).join('\n');
+                    cm.replaceSelection(newText);
+                } else {
+                    // Insert a single task list item
+                    cm.replaceSelection('- [ ] ');
+                }
+                cm.focus();
+            },
+            className: "fa fa-check-square",
+            title: "Task List (- [ ] item)",
+        },
+        "|",
         "link", "image", "table", "|",
         "preview", "side-by-side", "fullscreen", "|",
         "guide"
diff --git a/links/templates/links/post_detail.html b/links/templates/links/post_detail.html
index 8132cf1..1392ff5 100644
--- a/links/templates/links/post_detail.html
+++ b/links/templates/links/post_detail.html
@@ -78,6 +78,24 @@
         transform: rotate(180deg);
     }
 
+    /* Task List Styles */
+    .task-item {
+        list-style: none;
+        padding-left: 0;
+    }
+
+    .task-checkbox {
+        margin-right: 0.5rem;
+        cursor: pointer;
+        width: 1.1em;
+        height: 1.1em;
+        vertical-align: middle;
+    }
+
+    .task-checkbox:hover {
+        opacity: 0.7;
+    }
+
     /* Enhanced Audio Player Styles */
     .audio-player {
         background: linear-gradient(145deg, #f8fafc 0%, #e2e8f0 100%);
@@ -521,7 +539,7 @@
 
     <!-- Content Section - Full width, no containers -->
     <article class="prose max-w-none prose-lg">
-        {{ post.content|markdown|safe }}
+        {% markdown_with_tasks post.content post.task_states %}
     </article>
 </div>
 {% endblock %}
@@ -565,6 +583,34 @@ document.addEventListener('DOMContentLoaded', function() {
         });
     });
 
+    // Task checkbox functionality
+    document.querySelectorAll('.task-checkbox').forEach(checkbox => {
+        checkbox.addEventListener('change', async function(e) {
+            const taskHash = this.getAttribute('data-hash');
+            const postId = {{ post.id }};
+
+            try {
+                const response = await fetch(`/api/posts/${postId}/toggle_task/`, {
+                    method: 'POST',
+                    headers: {
+                        'Content-Type': 'application/json',
+                    },
+                    body: JSON.stringify({ task_hash: taskHash })
+                });
+
+                if (!response.ok) {
+                    // Revert checkbox if request failed
+                    this.checked = !this.checked;
+                    console.error('Failed to update task state');
+                }
+            } catch (error) {
+                // Revert checkbox if request failed
+                this.checked = !this.checked;
+                console.error('Error updating task:', error);
+            }
+        });
+    });
+
     // Initialize voice selection event listeners
     const customVoiceInput = document.getElementById('post-custom-voice-input');
     const regenerateBtn = document.getElementById('regenerate-btn');
diff --git a/links/templates/links/post_form.html b/links/templates/links/post_form.html
index 130e320..795741d 100644
--- a/links/templates/links/post_form.html
+++ b/links/templates/links/post_form.html
@@ -136,7 +136,30 @@
 <!-- Select2 JavaScript -->
 <script src="https://cdn.jsdelivr.net/npm/select2@4.1.0-rc.0/dist/js/select2.min.js"></script>
 <script>
-// Initialize SimpleMDE
+// Clear SimpleMDE autosave cache to prevent old cached content from overriding DB updates
+// This is especially important after task list checkbox toggles
+var postId = '{{ form.instance.pk|default:"new" }}';
+var cacheKey = 'smde_post_content_' + postId;
+if (postId !== 'new') {
+    // Check if the cached timestamp is older than the updated_at timestamp
+    var cachedData = localStorage.getItem(cacheKey);
+    if (cachedData) {
+        try {
+            var parsedCache = JSON.parse(cachedData);
+            var updatedAt = new Date('{{ form.instance.updated_at.isoformat }}').getTime();
+            var cacheTime = parsedCache.ts || 0;
+            // If cache is older than last update, clear it
+            if (cacheTime < updatedAt) {
+                localStorage.removeItem(cacheKey);
+            }
+        } catch (e) {
+            // If parsing fails, clear the cache
+            localStorage.removeItem(cacheKey);
+        }
+    }
+}
+
+// Initialize SimpleMDE with custom task list button
 var simplemde = new SimpleMDE({
     element: document.getElementById("{{ form.content.id_for_label }}"),
     spellChecker: false,
@@ -147,6 +170,38 @@ var simplemde = new SimpleMDE({
     toolbar: [
         "bold", "italic", "heading", "|",
         "quote", "unordered-list", "ordered-list", "|",
+        {
+            name: "task-list",
+            action: function customTaskList(editor) {
+                var cm = editor.codemirror;
+                var selection = cm.getSelection();
+                var lines = selection.split('\n');
+
+                if (lines.length > 0 && lines[0].match(/^- \[[ xX]\] /)) {
+                    // Remove task list formatting
+                    var newText = lines.map(function(line) {
+                        return line.replace(/^- \[[ xX]\] /, '- ');
+                    }).join('\n');
+                    cm.replaceSelection(newText);
+                } else if (selection) {
+                    // Add task list formatting to selection
+                    var newText = lines.map(function(line) {
+                        if (line.trim()) {
+                            return '- [ ] ' + line.replace(/^[-*]\s*/, '');
+                        }
+                        return line;
+                    }).join('\n');
+                    cm.replaceSelection(newText);
+                } else {
+                    // Insert a single task list item
+                    cm.replaceSelection('- [ ] ');
+                }
+                cm.focus();
+            },
+            className: "fa fa-check-square",
+            title: "Task List (- [ ] item)",
+        },
+        "|",
         "link", "image", "table", "|",
         "preview", "side-by-side", "fullscreen", "|",
         "guide"
diff --git a/links/templates/links/public_post.html b/links/templates/links/public_post.html
index 7167c9a..fe20cbf 100644
--- a/links/templates/links/public_post.html
+++ b/links/templates/links/public_post.html
@@ -53,6 +53,28 @@
         .think-icon.expanded {
             transform: rotate(180deg);
         }
+
+        /* Task List Styles */
+        .task-item {
+            list-style: none;
+            padding-left: 0;
+        }
+
+        .task-checkbox {
+            margin-right: 0.5rem;
+            cursor: pointer;
+            width: 1.1em;
+            height: 1.1em;
+            vertical-align: middle;
+        }
+
+        .task-checkbox:hover {
+            opacity: 0.7;
+        }
+
+        .think-icon.expanded {
+            transform: rotate(180deg);
+        }
     </style>
 </head>
 <body class="bg-gray-100">
@@ -80,7 +102,7 @@
 
         <!-- Post Content -->
         <div class="prose">
-            {{ post.content|markdown|safe }}
+            {% markdown_with_tasks post.content post.task_states %}
         </div>
     </div>
 
@@ -97,6 +119,32 @@
                     icon.classList.toggle('expanded');
                 });
             });
+
+            // Task checkbox functionality
+            document.querySelectorAll('.task-checkbox').forEach(checkbox => {
+                checkbox.addEventListener('change', async function(e) {
+                    const taskHash = this.getAttribute('data-hash');
+                    const postId = {{ post.id }};
+
+                    try {
+                        const response = await fetch(`/api/posts/${postId}/toggle_task/`, {
+                            method: 'POST',
+                            headers: {
+                                'Content-Type': 'application/json',
+                            },
+                            body: JSON.stringify({ task_hash: taskHash })
+                        });
+
+                        if (!response.ok) {
+                            this.checked = !this.checked;
+                            console.error('Failed to update task state');
+                        }
+                    } catch (error) {
+                        this.checked = !this.checked;
+                        console.error('Error updating task:', error);
+                    }
+                });
+            });
         });
     </script>
 </body>
diff --git a/links/templatetags/markdown_extras.py b/links/templatetags/markdown_extras.py
index 933df22..4e88146 100644
--- a/links/templatetags/markdown_extras.py
+++ b/links/templatetags/markdown_extras.py
@@ -2,13 +2,41 @@ from django import template
 from django.template.defaultfilters import stringfilter
 import markdown as md
 from . import think_markdown
+from . import tasklist_markdown
 
 register = template.Library()
 
 @register.filter()
 @stringfilter
 def markdown(value):
-    return md.markdown(value, extensions=['markdown.extensions.fenced_code', 
+    """
+    Basic markdown filter without task list support.
+    Use markdown_with_tasks template tag for content with task states.
+    """
+    return md.markdown(value, extensions=['markdown.extensions.fenced_code',
                                         'markdown.extensions.tables',
                                         'markdown.extensions.nl2br',
                                         think_markdown.ThinkExtension()])
+
+
+@register.simple_tag
+def markdown_with_tasks(content, task_states=None):
+    """
+    Render markdown with interactive task list support.
+
+    Usage in template:
+        {% markdown_with_tasks post.content post.task_states %}
+    """
+    if task_states is None:
+        task_states = {}
+
+    return md.markdown(
+        content,
+        extensions=[
+            'markdown.extensions.fenced_code',
+            'markdown.extensions.tables',
+            'markdown.extensions.nl2br',
+            think_markdown.ThinkExtension(),
+            tasklist_markdown.TaskListExtension(task_states=task_states)
+        ]
+    )
diff --git a/links/templatetags/tasklist_markdown.py b/links/templatetags/tasklist_markdown.py
new file mode 100644
index 0000000..733fb2d
--- /dev/null
+++ b/links/templatetags/tasklist_markdown.py
@@ -0,0 +1,188 @@
+"""
+Custom Markdown extension for interactive task lists.
+Converts - [ ] and - [x] syntax to interactive checkboxes with data-hash attributes.
+"""
+import re
+import hashlib
+from markdown.extensions import Extension
+from markdown.treeprocessors import Treeprocessor
+from xml.etree import ElementTree as etree
+
+
+def compute_task_hash(task_text):
+    """
+    Compute a stable hash for a task based on its text content.
+    This allows tracking task state even if content is reordered.
+    """
+    # Normalize whitespace and strip for consistent hashing
+    normalized = ' '.join(task_text.strip().split())
+    return hashlib.md5(normalized.encode('utf-8')).hexdigest()[:12]
+
+
+class TaskListTreeprocessor(Treeprocessor):
+    """
+    Post-process the markdown tree to convert task list items into interactive checkboxes.
+    Works with the standard markdown list processing.
+    """
+
+    TASK_PATTERN = re.compile(r'^\[([ xX])\]\s+(.*)$')
+
+    def __init__(self, md, task_states=None):
+        super().__init__(md)
+        self.task_states = task_states or {}
+
+    def run(self, root):
+        """Process all list items in the tree."""
+        self._process_element(root)
+        return root
+
+    def _process_element(self, element):
+        """Recursively process elements looking for list items with task syntax."""
+        for child in list(element):
+            if child.tag == 'li':
+                self._process_list_item(child)
+            self._process_element(child)
+
+    def _process_list_item(self, li_element):
+        """
+        Convert list items with [ ] or [x] syntax to interactive checkboxes.
+
+        Original: <li>[ ] Task text</li>
+        Result: <li class="task-item"><input type="checkbox" data-hash="abc123"/> Task text</li>
+        """
+        # Get the text content of the first element (usually a paragraph or direct text)
+        if len(li_element) == 0:
+            text = li_element.text or ''
+        else:
+            # Handle case where text is in a paragraph
+            first_child = li_element[0]
+            if first_child.tag == 'p':
+                text = first_child.text or ''
+            else:
+                text = li_element.text or ''
+
+        # Check if this is a task list item
+        match = self.TASK_PATTERN.match(text.strip())
+        if not match:
+            return
+
+        # Extract checkbox state and task text
+        checkbox_char = match.group(1)
+        task_text = match.group(2)
+
+        # Compute hash for this task
+        task_hash = compute_task_hash(task_text)
+
+        # Check if we have stored state for this task (overrides markdown)
+        if task_hash in self.task_states:
+            is_checked = self.task_states[task_hash]
+        else:
+            # Use the state from markdown
+            is_checked = checkbox_char.lower() == 'x'
+
+        # Add CSS class to list item
+        li_class = li_element.get('class', '')
+        li_element.set('class', f'{li_class} task-item'.strip())
+
+        # Create checkbox element
+        checkbox = etree.Element('input')
+        checkbox.set('type', 'checkbox')
+        checkbox.set('class', 'task-checkbox')
+        checkbox.set('data-hash', task_hash)
+        if is_checked:
+            checkbox.set('checked', 'checked')
+
+        # Clear the list item and rebuild with checkbox
+        if len(li_element) > 0 and li_element[0].tag == 'p':
+            # Remove the paragraph and replace with checkbox + text
+            p_elem = li_element[0]
+            li_element.remove(p_elem)
+
+            # Insert checkbox
+            li_element.insert(0, checkbox)
+
+            # Add the task text
+            if li_element.text:
+                li_element.text = ' ' + task_text
+            else:
+                checkbox.tail = ' ' + task_text
+
+            # Preserve any remaining content from the paragraph
+            if p_elem.tail:
+                if len(li_element) > 0:
+                    last = li_element[-1]
+                    last.tail = (last.tail or '') + p_elem.tail
+                else:
+                    checkbox.tail = (checkbox.tail or '') + p_elem.tail
+
+            # Add back any children from the paragraph (like links, emphasis, etc.)
+            for child in p_elem:
+                li_element.append(child)
+        else:
+            # Direct text in list item
+            li_element.text = ''
+            li_element.insert(0, checkbox)
+            checkbox.tail = ' ' + task_text
+
+
+class TaskListExtension(Extension):
+    """
+    Markdown extension for interactive task lists.
+
+    Usage:
+        md = markdown.Markdown(extensions=[TaskListExtension(task_states={...})])
+
+    Config:
+        task_states: dict mapping task hashes to boolean checked state
+    """
+
+    def __init__(self, **kwargs):
+        self.config = {
+            'task_states': [{}, 'Dictionary of task states - Default: {}']
+        }
+        super().__init__(**kwargs)
+
+    def extendMarkdown(self, md):
+        """Register the tree processor."""
+        task_states = self.getConfig('task_states')
+        processor = TaskListTreeprocessor(md, task_states)
+        md.treeprocessors.register(processor, 'tasklist', 15)
+
+
+def makeExtension(**kwargs):
+    """Return an instance of the extension."""
+    return TaskListExtension(**kwargs)
+
+
+def update_task_in_markdown(markdown_content, task_hash, checked):
+    """
+    Update a specific task's checkbox state in markdown content.
+
+    Args:
+        markdown_content: The markdown text containing task lists
+        task_hash: The hash of the task to update
+        checked: Boolean, True for [x], False for [ ]
+
+    Returns:
+        Updated markdown content with the task's checkbox state changed
+    """
+    if not markdown_content:
+        return markdown_content
+
+    lines = markdown_content.split('\n')
+    task_pattern = re.compile(r'^(\s*[-*]\s+)\[([ xX])\]\s+(.*)$')
+
+    for i, line in enumerate(lines):
+        match = task_pattern.match(line)
+        if match:
+            prefix = match.group(1)  # "- " or "* " with any leading whitespace
+            task_text = match.group(3)
+
+            # Check if this is the task we're looking for
+            if compute_task_hash(task_text) == task_hash:
+                # Update the checkbox state
+                new_checkbox = 'x' if checked else ' '
+                lines[i] = f'{prefix}[{new_checkbox}] {task_text}'
+                break
+
+    return '\n'.join(lines)
diff --git a/links/urls.py b/links/urls.py
index ec33940..162ccb9 100644
--- a/links/urls.py
+++ b/links/urls.py
@@ -33,6 +33,9 @@ urlpatterns = [
     path('fetch-page-info/', page_views.fetch_page_info, name='fetch-page-info'),
     path('ui/screenshots/', page_views.ScreenshotGalleryView.as_view(), name='screenshot-gallery'),
 
+    # Link task toggle API
+    path('link/<int:pk>/toggle_task/', views.toggle_link_task, name='link-toggle-task'),
+
     # Posts
     path('ui/posts/', post_views.PostListView.as_view(), name='post-list'),
     path('ui/posts/new/', post_views.PostCreateView.as_view(), name='post-create'),
diff --git a/links/views.py b/links/views.py
index 7d07eb6..542574c 100644
--- a/links/views.py
+++ b/links/views.py
@@ -18,6 +18,7 @@ from django.utils.dateparse import parse_datetime
 import random
 from django.utils.text import slugify
 import markdown
+from .templatetags import think_markdown, tasklist_markdown
 import logging
 import re
 import os
@@ -150,6 +151,14 @@ class LinkUpdateView(UpdateView):
     form_class = LinkForm
     template_name = 'links/link_form.html'
 
+    def dispatch(self, request, *args, **kwargs):
+        response = super().dispatch(request, *args, **kwargs)
+        # Prevent caching to ensure fresh markdown content after task toggles
+        response['Cache-Control'] = 'no-cache, no-store, must-revalidate'
+        response['Pragma'] = 'no-cache'
+        response['Expires'] = '0'
+        return response
+
     def get_object(self, queryset=None):
         # Handle both pk (for regular links) and alias (for custom links)
         pk = self.kwargs.get('pk')
@@ -385,7 +394,17 @@ class LinkDetailView(DetailView):
 
         # Convert markdown to HTML if the link is a custom type
         if self.object.link_type == Link.LinkType.CUSTOM:
-            context['rendered_text'] = markdown.markdown(self.object.text)
+            task_states = self.object.task_states if self.object.task_states else {}
+            context['rendered_text'] = markdown.markdown(
+                self.object.text,
+                extensions=[
+                    'markdown.extensions.fenced_code',
+                    'markdown.extensions.tables',
+                    'markdown.extensions.nl2br',
+                    think_markdown.ThinkExtension(),
+                    tasklist_markdown.TaskListExtension(task_states=task_states)
+                ]
+            )
 
         # 获取所有与此链接相关的变更日志
         context['change_logs'] = LinkChangeLog.objects.filter(link=self.object).order_by('-changed_at')
@@ -473,8 +492,18 @@ class CustomLinkView(DetailView):
 
     def get_context_data(self, **kwargs):
         context = super().get_context_data(**kwargs)
-        # Render markdown text as HTML
-        context['rendered_text'] = markdown.markdown(self.object.text)
+        # Render markdown text as HTML with task list support
+        task_states = self.object.task_states if self.object.task_states else {}
+        context['rendered_text'] = markdown.markdown(
+            self.object.text,
+            extensions=[
+                'markdown.extensions.fenced_code',
+                'markdown.extensions.tables',
+                'markdown.extensions.nl2br',
+                think_markdown.ThinkExtension(),
+                tasklist_markdown.TaskListExtension(task_states=task_states)
+            ]
+        )
         return context
 
 def export_database(request):
@@ -625,3 +654,99 @@ def clean_text_for_tts(content):
         text = text[:3000] + "..."
 
     return text
+
+
+@require_http_methods(["POST"])
+@csrf_exempt
+def toggle_link_task(request, pk):
+    """
+    Toggle the checked state of a task in a link's custom content.
+    Only updates task_states JSON, keeps markdown unchanged.
+
+    POST /link/{id}/toggle_task/
+    Body: {"task_hash": "abc123"}
+    """
+    try:
+        link = get_object_or_404(Link, pk=pk)
+
+        # Parse JSON body
+        import json
+        data = json.loads(request.body)
+        task_hash = data.get('task_hash')
+
+        if not task_hash:
+            return JsonResponse(
+                {'error': 'task_hash is required'},
+                status=400
+            )
+
+        # Get current task states or initialize empty dict
+        task_states = link.task_states if link.task_states else {}
+
+        # Toggle the state (default to False if not set, then toggle)
+        current_state = task_states.get(task_hash, False)
+        new_state = not current_state
+        task_states[task_hash] = new_state
+
+        link.task_states = task_states
+
+        # Save only task_states, leave markdown text unchanged
+        link.save(update_fields=['task_states', 'updated_at'])
+
+        # Extract task text from markdown for logging
+        task_text = _extract_task_text_from_hash(link.text, task_hash)
+
+        # Log the task toggle with metadata
+        change_log = LinkChangeLog.objects.create(
+            link=link,
+            change_type=LinkChangeLog.ChangeType.TASK_TOGGLE,
+            metadata={
+                'task_hash': task_hash,
+                'task_text': task_text,
+                'old_state': current_state,
+                'new_state': new_state
+            }
+        )
+
+        return JsonResponse({
+            'task_hash': task_hash,
+            'checked': new_state
+        })
+    except json.JSONDecodeError:
+        return JsonResponse({'error': 'Invalid JSON'}, status=400)
+    except Exception as e:
+        logger.error(f"Error in toggle_link_task: {e}", exc_info=True)
+        return JsonResponse({'error': str(e)}, status=500)
+
+
+def _extract_task_text_from_hash(markdown_text, target_hash):
+    """
+    Extract the task text that corresponds to a given hash from markdown content.
+
+    Args:
+        markdown_text: The markdown content containing task lists
+        target_hash: The hash of the task to find
+
+    Returns:
+        The task text if found, otherwise the hash itself
+    """
+    if not markdown_text:
+        return target_hash
+
+    import hashlib
+
+    # Pattern to match task list items: - [ ] or - [x] followed by text
+    task_pattern = re.compile(r'^[\s]*[-*]\s+\[([ xX])\]\s+(.+)$', re.MULTILINE)
+
+    for match in task_pattern.finditer(markdown_text):
+        task_text = match.group(2).strip()
+
+        # Compute hash the same way as in tasklist_markdown.py
+        normalized = ' '.join(task_text.split())
+        task_hash = hashlib.md5(normalized.encode('utf-8')).hexdigest()[:12]
+
+        if task_hash == target_hash:
+            return task_text
+
+    # If not found, return the hash
+    return target_hash
diff --git a/locale/zh_Hans/LC_MESSAGES/django.po b/locale/zh_Hans/LC_MESSAGES/django.po
index f33affb..bb7c331 100644
--- a/locale/zh_Hans/LC_MESSAGES/django.po
+++ b/locale/zh_Hans/LC_MESSAGES/django.po
@@ -1604,10 +1604,6 @@ msgstr "文本"
 msgid "Click Statistics"
 msgstr "点击统计"
 
-#: links/templates/links/link_detail.html:84
-msgid "URL Change History"
-msgstr ""
-
 #: links/templates/links/link_detail.html:92
 msgid "URL changed at"
 msgstr ""
diff --git a/run_server.sh b/run_server.sh
index 00b16f2..9339fe9 100755
--- a/run_server.sh
+++ b/run_server.sh
@@ -2,4 +2,4 @@
 set -eu
 source .venv/bin/activate
 echo "Starting Django development server..."
-python manage.py runserver 0.0.0.0:8000
+uv run manage.py runserver 0.0.0.0:8000
diff --git a/run_tailwind.sh b/run_tailwind.sh
index 40126ed..c70a34d 100755
--- a/run_tailwind.sh
+++ b/run_tailwind.sh
@@ -3,4 +3,4 @@ set -eu
 source .venv/bin/activate
 
 echo "Starting Tailwind CSS compiler..."
-python manage.py tailwind start
+uv run manage.py tailwind start