diff --git a/src/app/(dashboard)/ai-assistant/page.tsx b/src/app/(dashboard)/ai-assistant/page.tsx
index 5ec3bcf..2a30a5b 100644
--- a/src/app/(dashboard)/ai-assistant/page.tsx
+++ b/src/app/(dashboard)/ai-assistant/page.tsx
@@ -3,10 +3,19 @@
 import { useState, useCallback, useRef } from "react"
 import { AIChat, type AIChatHandle } from "@/components/ai/ai-chat"
 import { JobSelector } from "@/components/ai/job-selector"
-import { Bot } from "lucide-react"
+import { Bot, ChevronRight } from "lucide-react"
+
+const tips = [
+  "Ask for cold email templates for a specific job",
+  "Request objection handling tips",
+  "Ask for outreach strategies per industry",
+  "Generate a follow up sequence",
+  "Get LinkedIn connection message templates",
+]
 
 export default function AIAssistantPage() {
   const [selectedJob, setSelectedJob] = useState<{ job_title: string; keywords: string[]; industry: string; description: string } | null>(null)
+  const [recentPrompts, setRecentPrompts] = useState<string[]>([])
   const [searching, setSearching] = useState(false)
   const aiChatRef = useRef<AIChatHandle | null>(null)
 
@@ -17,12 +26,12 @@ export default function AIAssistantPage() {
   const handleSearch = useCallback(async (job: NonNullable<typeof selectedJob>) => {
     setSearching(true)
     const keyword = job.keywords[0]
-    aiChatRef.current?.addAssistantMessage(`?? Searching Facebook for **${job.job_title}** leads...`)
+    aiChatRef.current?.addAssistantMessage(`🔍 Searching Facebook for **${job.job_title}** leads...`)
 
     const controller = new AbortController()
     const timeoutId = setTimeout(() => controller.abort(), 360000)
     const statusId = setTimeout(() => {
-      aiChatRef.current?.addAssistantMessage("? Still searching Facebook (this can take up to 5 minutes)...")
+      aiChatRef.current?.addAssistantMessage("⏳ Still searching Facebook (this can take up to 5 minutes)...")
     }, 45000)
 
     try {
@@ -32,25 +41,40 @@ export default function AIAssistantPage() {
       const data = await res.json()
       if (data.success && data.leads?.length > 0) {
         const leadsText = data.leads.map((lead: any, i: number) =>
-          `**${i + 1}.** ${lead.author || "Unknown"}\n> ${(lead.content || "").slice(0, 300)}\n> ?? ${lead.url || "(no link available)"}`
+          `**${i + 1}.** ${lead.author || "Unknown"}\n> ${(lead.content || "").slice(0, 300)}\n> 🔗 ${lead.url || "(no link available)"}`
         ).join("\n\n")
-        aiChatRef.current?.addAssistantMessage(`? Found **${data.leads.length}** leads:\n\n${leadsText}`)
+        aiChatRef.current?.addAssistantMessage(`✅ Found **${data.leads.length}** leads:\n\n${leadsText}`)
       } else {
         const reason = data.error || data.flag_reason || "No leads found this time"
-        aiChatRef.current?.addAssistantMessage(`?? ${reason}`)
+        aiChatRef.current?.addAssistantMessage(`⚠️ ${reason}`)
       }
     } catch (err: any) {
       clearTimeout(timeoutId)
       clearTimeout(statusId)
       const msg = err.name === "AbortError"
-        ? "? Scraper timed out after 5 minutes. Try again or check the scraper service."
-        : `? ${err instanceof Error ? err.message : "Search failed"}`
+        ? "❌ Scraper timed out after 5 minutes. Try again or check the scraper service."
+        : `❌ ${err instanceof Error ? err.message : "Search failed"}`
       aiChatRef.current?.addAssistantMessage(msg)
     } finally {
       setSearching(false)
     }
   }, [])
 
+  const handleTipClick = useCallback((tip: string) => {
+    aiChatRef.current?.fillInput(tip)
+  }, [])
+
+  const handleRecentPromptClick = useCallback((prompt: string) => {
+    aiChatRef.current?.fillInput(prompt)
+  }, [])
+
+  const handleMessageSent = useCallback((msg: string) => {
+    setRecentPrompts((prev) => {
+      const next = [msg, ...prev.filter((p) => p !== msg)].slice(0, 3)
+      return next
+    })
+  }, [])
+
   return (
     <div className="flex h-[calc(100vh-3.5rem)] bg-background">
       <div className="flex-1 flex flex-col min-w-0 border border-foreground transition-colors overflow-hidden">
@@ -77,7 +101,7 @@ export default function AIAssistantPage() {
             </div>
           </div>
         </div>
-        <AIChat ref={aiChatRef} />
+        <AIChat ref={aiChatRef} onMessageSent={handleMessageSent} />
       </div>
       <div className="w-[300px] flex-none bg-sidebar border border-foreground transition-colors p-5 overflow-y-auto h-full flex flex-col">
         <div>
@@ -99,7 +123,54 @@ export default function AIAssistantPage() {
             </div>
           )}
         </div>
+        <div className="mt-6">
+          <div className="flex items-center gap-2 mb-3">
+            <span className="w-1.5 h-1.5 rounded-full bg-primary" />
+            <span className="text-primary text-[10px] font-bold uppercase tracking-[0.15em]">Quick Tips</span>
+          </div>
+          {tips.map((tip, i) => (
+            <div
+              key={i}
+              onClick={() => handleTipClick(tip)}
+              className="flex items-start gap-2.5 bg-card/50 hover:bg-card border border-border hover:border-primary/20 rounded-xl p-3.5 mb-2 cursor-pointer transition-all duration-200 group"
+            >
+              <ChevronRight className="h-3.5 w-3.5 mt-0.5 text-muted-foreground group-hover:text-primary transition-colors duration-200 flex-shrink-0" />
+              <span className="text-muted-foreground text-xs leading-5 group-hover:text-foreground transition-colors duration-200">{tip}</span>
+            </div>
+          ))}
+        </div>
+        <div className="mt-6">
+          <div className="flex items-center gap-2 mb-3">
+            <span className="w-1.5 h-1.5 rounded-full bg-primary" />
+            <span className="text-primary text-[10px] font-bold uppercase tracking-[0.15em]">Recent Prompts</span>
+          </div>
+          {recentPrompts.length > 0 ? (
+            recentPrompts.map((prompt, i) => (
+              <div
+                key={i}
+                onClick={() => handleRecentPromptClick(prompt)}
+                className="bg-card/50 rounded-xl p-3 mb-2 border border-border text-muted-foreground text-xs truncate hover:text-foreground cursor-pointer transition-colors duration-200"
+              >
+                {prompt}
+              </div>
+            ))
+          ) : (
+            <div className="text-muted-foreground text-xs text-center py-4">Your recent prompts will appear here</div>
+          )}
+        </div>
+        <div className="mt-auto border-t border-border pt-4">
+          <div className="flex gap-4">
+            <div className="flex-1">
+              <div className="text-muted-foreground text-[10px] uppercase tracking-wide">Messages today</div>
+              <div className="text-foreground text-sm font-semibold mt-0.5">24</div>
+            </div>
+            <div className="flex-1">
+              <div className="text-muted-foreground text-[10px] uppercase tracking-wide">Tokens used</div>
+              <div className="text-foreground text-sm font-semibold mt-0.5">12.4k</div>
+            </div>
+          </div>
+        </div>
       </div>
     </div>
   )
-}
\ No newline at end of file
+}