diff --git a/db.py b/db.py
index 1b84acc..38515de 100644
--- a/db.py
+++ b/db.py
@@ -123,6 +123,7 @@ def init_db():
         CREATE TABLE IF NOT EXISTS messages (
             id INTEGER PRIMARY KEY AUTOINCREMENT, conversation_id TEXT NOT NULL,
             role TEXT NOT NULL, content TEXT NOT NULL, created_at TEXT NOT NULL,
+            perplexity REAL,
             FOREIGN KEY (conversation_id) REFERENCES conversations(id) ON DELETE CASCADE
         )
     """)
@@ -164,6 +165,11 @@ def init_db():
     except Exception:
         pass
 
+    try:
+        conn.execute("ALTER TABLE messages ADD COLUMN perplexity REAL")
+    except Exception:
+        pass
+
     if not conn.execute("SELECT id FROM profile WHERE id = 1").fetchone():
         now = datetime.now(timezone.utc).isoformat()
         conn.execute("INSERT INTO profile (id, content, updated_at) VALUES (1, ?, ?)", (DEFAULT_PROFILE, now))
diff --git a/routers/chat.py b/routers/chat.py
index fcfd581..f03c996 100644
--- a/routers/chat.py
+++ b/routers/chat.py
@@ -114,8 +114,8 @@ async def chat(request: Request):
         else:
             db.execute("UPDATE conversations SET updated_at = ? WHERE id = ?", (now, conv_id))
 
-        db.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                   (conv_id, "user", encrypt_text(user_message), now))
+        db.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                   (conv_id, "user", encrypt_text(user_message), now, None))
         db.commit()
 
         raw_rows = db.execute(
@@ -218,8 +218,8 @@ async def chat(request: Request):
                                 saved_msg = remember_response + "\n\n" + saved_msg
 
                             db2 = get_db()
-                            db2.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                                        (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat()))
+                            db2.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                                        (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat(), round(perplexity, 2)))
                             db2.commit()
                             db2.close()
 
@@ -240,8 +240,8 @@ async def chat(request: Request):
                         saved_msg = remember_response + "\n\n" + saved_msg
 
                     db2 = get_db()
-                    db2.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                                (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat()))
+                    db2.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                                (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat(), round(perplexity, 2)))
                     db2.commit()
                     db2.close()
 
diff --git a/routers/completions.py b/routers/completions.py
index 3686873..8c197c4 100644
--- a/routers/completions.py
+++ b/routers/completions.py
@@ -132,8 +132,8 @@ async def chat_completions(request: Request):
         content = msg.get("content", "")
         if role in ("user", "assistant"):
             db.execute(
-                "INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                (conv_id, role, encrypt_text(content), now),
+                "INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                (conv_id, role, encrypt_text(content), now, None),
             )
     db.commit()
 
@@ -195,8 +195,8 @@ async def _stream_chat(payload: dict, model: str, conv_id: str, request: Request
             if assistant_msg:
                 db = get_db()
                 db.execute(
-                    "INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                    (conv_id, "assistant", encrypt_text(assistant_msg), datetime.now(timezone.utc).isoformat()),
+                    "INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                    (conv_id, "assistant", encrypt_text(assistant_msg), datetime.now(timezone.utc).isoformat(), None),
                 )
                 db.commit()
                 db.close()
@@ -240,8 +240,8 @@ async def _blocking_chat(payload: dict, model: str, conv_id: str, request: Reque
     if assistant_msg:
         db = get_db()
         db.execute(
-            "INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-            (conv_id, "assistant", encrypt_text(assistant_msg), datetime.now(timezone.utc).isoformat()),
+            "INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+            (conv_id, "assistant", encrypt_text(assistant_msg), datetime.now(timezone.utc).isoformat(), None),
         )
         db.commit()
         db.close()
diff --git a/routers/search_route.py b/routers/search_route.py
index 0dac8ed..2dfaca3 100644
--- a/routers/search_route.py
+++ b/routers/search_route.py
@@ -46,8 +46,8 @@ async def explicit_search(request: Request):
     else:
         db.execute("UPDATE conversations SET updated_at = ? WHERE id = ?", (now, conv_id))
 
-    db.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-               (conv_id, "user", encrypt_text(query), now))
+    db.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+               (conv_id, "user", encrypt_text(query), now, None))
     db.commit()
     db.close()
 
@@ -60,8 +60,8 @@ async def explicit_search(request: Request):
             error_msg = "No search results found."
             yield f"data: {json.dumps({'token': error_msg, 'conversation_id': conv_id})}\n\n"
             db2 = get_db()
-            db2.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                        (conv_id, "assistant", encrypt_text(error_msg), datetime.now(timezone.utc).isoformat()))
+            db2.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                        (conv_id, "assistant", encrypt_text(error_msg), datetime.now(timezone.utc).isoformat(), None))
             db2.commit()
             db2.close()
             yield f"data: {json.dumps({'done': True, 'conversation_id': conv_id})}\n\n"
@@ -102,8 +102,8 @@ async def explicit_search(request: Request):
         saved_msg = f"{summary}\n\n---\n*🔍 Web search results*"
 
         db2 = get_db()
-        db2.execute("INSERT INTO messages (conversation_id, role, content, created_at) VALUES (?, ?, ?, ?)",
-                    (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat()))
+        db2.execute("INSERT INTO messages (conversation_id, role, content, created_at, perplexity) VALUES (?, ?, ?, ?, ?)",
+                    (conv_id, "assistant", encrypt_text(saved_msg), datetime.now(timezone.utc).isoformat(), None))
         db2.commit()
         db2.close()
 
diff --git a/templates/index.html b/templates/index.html
index 4e4f680..27c38a2 100644
--- a/templates/index.html
+++ b/templates/index.html
@@ -1154,7 +1154,7 @@ async function loadConversation(convId) {
         const container = document.getElementById('chatContainer');
         container.innerHTML = '';
         conversationHistory = [];
-        data.messages.forEach(msg => { appendMessage(msg.role, msg.content, false); conversationHistory.push({ role: msg.role, content: msg.content }); });
+        data.messages.forEach(msg => { appendMessage(msg.role, msg.content, false, false, null, msg.perplexity); conversationHistory.push({ role: msg.role, content: msg.content }); });
         scrollToLatest();
         await loadConversations();
     } catch(e) {}
@@ -1500,7 +1500,7 @@ function setStreamingState(streaming) {
     }
 }
 
-function appendMessage(role, content, animate, isSearch = false, afterEl = null) {
+function appendMessage(role, content, animate, isSearch = false, afterEl = null, perplexity = null) {
     const container = document.getElementById('chatContainer');
     const div = document.createElement('div');
     div.className = 'message ' + role + (isSearch && role === 'assistant' ? ' search-result' : '');
@@ -1511,7 +1511,17 @@ function appendMessage(role, content, animate, isSearch = false, afterEl = null)
     const timeStr = months[now.getMonth()] + ' ' + String(now.getDate()).padStart(2,'0') + ', ' + now.getFullYear() + ' ' + String(now.getHours()).padStart(2,'0') + ':' + String(now.getMinutes()).padStart(2,'0') + ':' + String(now.getSeconds()).padStart(2,'0') + '.' + String(Math.floor(ms / 10)).padStart(2,'0');
     const textHtml = content ? renderMarkdown(content) : '';
     const copyIcon = role === 'user' && content ? `<span class="user-copy-btn" data-content="${escapeHtml(content).replace(/"/g,'&quot;')}" onclick="var el=this;event.stopPropagation();var t=el.getAttribute('data-content');function d(){el.textContent='✓';setTimeout(function(){el.innerHTML='📋'},1500);showToast('Copied')}if(navigator.clipboard){navigator.clipboard.writeText(t).then(d).catch(function(){execCopy(t);d()})}else{execCopy(t);d()}">📋</span>` : '';
-    div.innerHTML = `<div class="avatar">${role === 'user' ? 'YOU' : 'cAIc'}</div><div class="content"><div class="role-label">${role === 'assistant' ? modelLabel() : role}${role === 'user' ? ' <span class="msg-time">' + timeStr + '</span>' : ''}</div><div class="text">${textHtml}${copyIcon}</div>${role === 'assistant' ? '<div class="msg-toolbar"></div>' : ''}</div>`;
+    let roleLabelHtml = role === 'assistant' ? modelLabel() : role;
+    roleLabelHtml += role === 'user' ? ' <span class="msg-time">' + timeStr + '</span>' : '';
+    if (role === 'assistant' && perplexity != null) {
+        const ppl = parseFloat(perplexity);
+        if (!isNaN(ppl)) {
+            const conf = Math.round(Math.max(0, Math.min(100, (1 - (ppl - 1) / 10) * 100)));
+            const cls = conf >= 80 ? 'high' : conf >= 15 ? 'medium' : 'low';
+            roleLabelHtml += `<span class="conf-badge ${cls}">${conf}%</span>`;
+        }
+    }
+    div.innerHTML = `<div class="avatar">${role === 'user' ? 'YOU' : 'cAIc'}</div><div class="content"><div class="role-label">${roleLabelHtml}</div><div class="text">${textHtml}${copyIcon}</div>${role === 'assistant' ? '<div class="msg-toolbar"></div>' : ''}</div>`;
     if (role === 'user') {
         const pair = document.createElement('div');
         pair.className = 'msg-pair' + (isSearch ? ' search-pair' : '');