diff --git a/tui_gateway/server.py b/tui_gateway/server.py
index c0e9849ae..84c86a054 100644
--- a/tui_gateway/server.py
+++ b/tui_gateway/server.py
@@ -195,7 +195,13 @@ def _make_agent(sid: str, key: str, session_id: str | None = None):
 
 
 def _init_session(sid: str, key: str, agent, history: list):
-    _sessions[sid] = {"agent": agent, "session_key": key, "history": history}
+    _sessions[sid] = {
+        "agent": agent,
+        "session_key": key,
+        "history": history,
+        "attached_images": [],
+        "image_counter": 0,
+    }
     try:
         from tools.approval import register_gateway_notify, load_permanent_allowlist
         register_gateway_notify(key, lambda data: _emit("approval.request", sid, data))
@@ -210,6 +216,38 @@ def _with_checkpoints(session, fn):
     return fn(session["agent"]._checkpoint_mgr, os.getenv("TERMINAL_CWD", os.getcwd()))
 
 
+def _enrich_with_attached_images(user_text: str, image_paths: list[str]) -> str:
+    """Pre-analyze attached images via vision and prepend descriptions to user text."""
+    import asyncio, json as _json
+    from tools.vision_tools import vision_analyze_tool
+
+    prompt = (
+        "Describe everything visible in this image in thorough detail. "
+        "Include any text, code, data, objects, people, layout, colors, "
+        "and any other notable visual information."
+    )
+
+    parts: list[str] = []
+    for path in image_paths:
+        p = Path(path)
+        if not p.exists():
+            continue
+        hint = f"[You can examine it with vision_analyze using image_url: {p}]"
+        try:
+            r = _json.loads(asyncio.run(vision_analyze_tool(image_url=str(p), user_prompt=prompt)))
+            desc = r.get("analysis", "") if r.get("success") else None
+            parts.append(f"[The user attached an image:\n{desc}]\n{hint}" if desc
+                         else f"[The user attached an image but analysis failed.]\n{hint}")
+        except Exception:
+            parts.append(f"[The user attached an image but analysis failed.]\n{hint}")
+
+    text = user_text or ""
+    prefix = "\n\n".join(parts)
+    if prefix:
+        return f"{prefix}\n\n{text}" if text else prefix
+    return text or "What do you see in this image?"
+
+
 # ── Methods: session ─────────────────────────────────────────────────
 
 @method("session.create")
@@ -367,8 +405,10 @@ def _(rid, params: dict) -> dict:
 
     def run():
         try:
+            images = session.pop("attached_images", [])
+            prompt = _enrich_with_attached_images(text, images) if images else text
             result = agent.run_conversation(
-                text, conversation_history=list(history),
+                prompt, conversation_history=list(history),
                 stream_callback=lambda delta: _emit("message.delta", sid, {"text": delta}),
             )
             if isinstance(result, dict):
@@ -385,6 +425,32 @@ def _(rid, params: dict) -> dict:
     return _ok(rid, {"status": "streaming"})
 
 
+@method("clipboard.paste")
+def _(rid, params: dict) -> dict:
+    session, err = _sess(params, rid)
+    if err:
+        return err
+    try:
+        from datetime import datetime
+        from hermes_cli.clipboard import has_clipboard_image, save_clipboard_image
+    except Exception as e:
+        return _err(rid, 5027, f"clipboard unavailable: {e}")
+
+    if not has_clipboard_image():
+        return _ok(rid, {"attached": False, "message": "No image found in clipboard"})
+
+    img_dir = _hermes_home / "images"
+    img_dir.mkdir(parents=True, exist_ok=True)
+    session["image_counter"] = session.get("image_counter", 0) + 1
+    img_path = img_dir / f"clip_{datetime.now().strftime('%Y%m%d_%H%M%S')}_{session['image_counter']}.png"
+
+    if not save_clipboard_image(img_path):
+        return _ok(rid, {"attached": False, "message": "Clipboard has image but extraction failed"})
+
+    session.setdefault("attached_images", []).append(str(img_path))
+    return _ok(rid, {"attached": True, "path": str(img_path), "count": len(session["attached_images"])})
+
+
 @method("prompt.background")
 def _(rid, params: dict) -> dict:
     text, parent = params.get("text", ""), params.get("session_id", "")
diff --git a/ui-tui/src/app.tsx b/ui-tui/src/app.tsx
index 774e47948..dacfc9518 100644
--- a/ui-tui/src/app.tsx
+++ b/ui-tui/src/app.tsx
@@ -251,6 +251,11 @@ export function App({ gw }: { gw: GatewayClient }) {
       })
   }
 
+  const paste = () =>
+    rpc('clipboard.paste', { session_id: sid }).then((r: any) =>
+      sys(r.attached ? `📎 image #${r.count} attached` : r.message || 'no image in clipboard')
+    )
+
   const interpolate = (text: string, then: (result: string) => void) => {
     setStatus('interpolating…')
     const matches = [...text.matchAll(new RegExp(INTERPOLATION_RE.source, 'g'))]
@@ -387,6 +392,10 @@ export function App({ gw }: { gw: GatewayClient }) {
       setMessages([])
     }
 
+    if (key.ctrl && ch === 'v') {
+      return paste()
+    }
+
     if (key.escape) {
       clearIn()
     }
@@ -1091,7 +1100,7 @@ export function App({ gw }: { gw: GatewayClient }) {
           return true
 
         case 'paste':
-          sys("clipboard paste: use your terminal's paste shortcut (images not yet supported in TUI)")
+          paste()
 
           return true
 
@@ -1211,27 +1220,25 @@ export function App({ gw }: { gw: GatewayClient }) {
           return true
 
         case 'update':
-          sys('update not available in TUI mode — run: pip install -U hermes-agent')
+        case 'hermes': {
+          const argv = name === 'update' ? ['update'] : arg.split(/\s+/).filter(Boolean)
 
-          return true
-
-        case 'hermes':
-          if (!arg) {
-            sys(
-              'usage: /hermes <args…>  non-interactive `hermes` CLI (e.g. sessions list, chat -q "hi"). Interactive setup/browse/edit must run in a separate terminal.'
-            )
+          if (!argv.length) {
+            sys('usage: /hermes <args…>  (e.g. sessions list, chat -q "hi")')
 
             return true
           }
 
-          rpc('cli.exec', { argv: arg.split(/\s+/).filter(Boolean) })
+          if (name === 'update') {
+            setBusy(true)
+            setStatus('updating…')
+          }
+
+          rpc('cli.exec', { argv, timeout: name === 'update' ? 600 : 240 })
             .then((r: any) => {
               if (r.blocked) {
-                sys(r.hint ?? 'blocked')
-
-                return
+                return sys(r.hint ?? 'blocked')
               }
-
               sys(r.output ?? '(no output)')
 
               if (r.code !== 0) {
@@ -1239,8 +1246,15 @@ export function App({ gw }: { gw: GatewayClient }) {
               }
             })
             .catch((e: Error) => sys(`error: ${e.message}`))
+            .finally(() => {
+              if (name === 'update') {
+                setStatus('ready')
+                setBusy(false)
+              }
+            })
 
           return true
+        }
 
         case 'model':
           if (!arg) {
diff --git a/ui-tui/src/constants.ts b/ui-tui/src/constants.ts
index f638b3f43..87c1fdac2 100644
--- a/ui-tui/src/constants.ts
+++ b/ui-tui/src/constants.ts
@@ -23,6 +23,7 @@ export const HOTKEYS: [string, string][] = [
   ['Ctrl+C', 'interrupt / clear / exit'],
   ['Ctrl+D', 'exit'],
   ['Ctrl+L', 'clear screen'],
+  ['Ctrl+V', 'paste clipboard image (same as /paste)'],
   ['Tab', 'complete /commands (registry-aware)'],
   ['↑/↓', 'queue edit (if queued) / input history'],
   ['PgUp/PgDn', 'scroll messages'],