diff --git a/make_post_sell/templates/content.j2 b/make_post_sell/templates/content.j2
index 7199317..e9f68dd 100644
--- a/make_post_sell/templates/content.j2
+++ b/make_post_sell/templates/content.j2
@@ -37,11 +37,11 @@
     {% set video_extensions = ["mp4", "avi", "mov", "wmv", "flv", "mkv", "webm", "m4v"] %}
     {% if product.extensions.get("product") in video_extensions %}
       {% if request.popout_player_enabled and product.visibility == 1 %}
-      <a href="javascript:void(0)" onclick="openMediaPlayer('{{ product.id }}')" class="video-thumbnail-container">
+      <a href="javascript:void(0)" onclick="openPipPlayer('{{ product.id }}')" class="video-thumbnail-container">
         <img src="{{ request.app["bucket.secure_uploads.get_endpoint"] }}/{{ product.s3_path }}/thumbnail1?ts={{ product.updated_timestamp }}" class="product-main" />
         <div class="video-play-overlay"></div>
       </a>
-      <div class="video-click-to-play">click &#9654; to play in pop-out player</div>
+      <div class="video-click-to-play">click ▶ to play in picture-in-picture (right-click for always-on-top)</div>
       {% else %}
       <a target="_blank" href="{{ request.app["bucket.secure_uploads.get_endpoint"] }}/{{ product.s3_path }}/product?ts={{ product.updated_timestamp }}" class="video-thumbnail-container">
         <img src="{{ request.app["bucket.secure_uploads.get_endpoint"] }}/{{ product.s3_path }}/thumbnail1?ts={{ product.updated_timestamp }}" class="product-main" />
@@ -96,10 +96,128 @@
 </section>
 
 <script>
-function openMediaPlayer(productId) {
-  // Open pop-out player window (draggable and resizable)
-  const features = 'width=800,height=600,menubar=no,toolbar=no,location=no,status=no';
-  window.open(`/player/${productId}`, 'mediaPlayer', features);
+// PiP state
+let pipVideo = null;
+let pipData = null;
+
+// Open native PiP with Media Session controls for prev/next
+async function openPipPlayer(productId) {
+  console.log('=== Opening Native PiP for product:', productId, '===');
+
+  try {
+    // Fetch video data from JSON endpoint
+    const response = await fetch(`/player/${productId}/json`);
+    const data = await response.json();
+
+    console.log('Video data:', data);
+
+    if (!data.success || data.error) {
+      throw new Error(data.error || 'Failed to load video data');
+    }
+
+    // Create or reuse hidden video element
+    if (!pipVideo) {
+      pipVideo = document.createElement('video');
+      pipVideo.id = 'pipVideo';
+      pipVideo.style.cssText = 'position:fixed;bottom:10px;right:10px;width:320px;height:180px;z-index:9999;display:none;';
+      pipVideo.controls = true;
+      pipVideo.autoplay = true;
+      document.body.appendChild(pipVideo);
+
+      // Handle video end - auto advance
+      pipVideo.addEventListener('ended', async () => {
+        console.log('PiP video ended');
+        if (pipData && pipData.nextProductId) {
+          console.log('Auto-advancing to:', pipData.nextProductId);
+          await loadPipVideo(pipData.nextProductId);
+        }
+      });
+
+      // Handle leaving PiP
+      pipVideo.addEventListener('leavepictureinpicture', () => {
+        console.log('Left PiP mode');
+        pipVideo.style.display = 'none';
+      });
+    }
+
+    // Store current data
+    pipData = data;
+
+    // Load video
+    pipVideo.src = data.videoUrl;
+    pipVideo.style.display = 'block';
+
+    // Set up Media Session for prev/next controls in PiP
+    if ('mediaSession' in navigator) {
+      navigator.mediaSession.metadata = new MediaMetadata({
+        title: data.title,
+        artist: 'Media Player',
+        album: ''
+      });
+
+      // Previous track handler
+      navigator.mediaSession.setActionHandler('previoustrack', async () => {
+        console.log('Media Session: previous track');
+        if (pipData && pipData.prevProductId) {
+          await loadPipVideo(pipData.prevProductId);
+        }
+      });
+
+      // Next track handler
+      navigator.mediaSession.setActionHandler('nexttrack', async () => {
+        console.log('Media Session: next track');
+        if (pipData && pipData.nextProductId) {
+          await loadPipVideo(pipData.nextProductId);
+        }
+      });
+    }
+
+    // Enter native PiP mode
+    console.log('Requesting native PiP...');
+    await pipVideo.play();
+    await pipVideo.requestPictureInPicture();
+    console.log('Native PiP active - right-click for always-on-top option');
+
+  } catch (err) {
+    console.error('Failed to open PiP:', err);
+    alert('PiP failed: ' + err.message);
+  }
+}
+
+// Load new video while staying in PiP
+async function loadPipVideo(productId) {
+  console.log('Loading video in PiP:', productId);
+
+  try {
+    const response = await fetch(`/player/${productId}/json`);
+    const data = await response.json();
+
+    if (!data.success || data.error) {
+      console.error('Failed to load:', data.error);
+      return;
+    }
+
+    // Update stored data
+    pipData = data;
+
+    // Update video source (stays in PiP)
+    pipVideo.src = data.videoUrl;
+    await pipVideo.play();
+
+    // Update Media Session metadata
+    if ('mediaSession' in navigator) {
+      navigator.mediaSession.metadata = new MediaMetadata({
+        title: data.title,
+        artist: 'Media Player',
+        album: ''
+      });
+    }
+
+    console.log('Now playing:', data.title);
+
+  } catch (err) {
+    console.error('Failed to load video:', err);
+  }
 }
 </script>